ࡱ> kmj7 (6bjbjUU jl7|7|$2lffff$<$ 1@X  {${${$???????$A C?{$w${${${$?*ff ?***{$4fR  ?*{$?**0JQ;"t> (UI"'=Bt><@01@2>ByD)yDt>*trTffff Referees reply and grammatical corrections: QuestionCommentsRefereeA. They have done a good job adding experimental information and addressing the major issues raised. However, the grammar, word usage and some details still require significant attention prior to publication. For example 1. On page 1, the sentence starting with On the other hand 4,4-dimethoxytrityl is very awkward. It is not clear to the reader for another two pages why this is relevant. On page 2, I would add the word strongly before the list of acidic, basic, oxidizing or reducing. At the end of line 9, has should be have In a controlled experiment should read In a control experiment There are numerous further examples throughout the paper. 2. I recommend re-writing footnotes to Table 2. Reading from left to right, top to bottom, the second letter the reader finds is f, then g, not b and c. Note d should be on the number in the yield column, not the number in the reaction time column.  We have taken care of the grammatical mistake in the main text and corrections are indicated separately below. We have modified as used extensively for this purpose and 4,4-dimethoxytrityl (DMT) group has been used widely for the protection Word strongly has been added before acidic, basic, oxdising or reducing. This has been changed as suggested This has been changed as suggested This has been rewritten/rearranged old f has been changed to b, g to c , b to d, c to e, d to f and e to g, thus now from left to right and top to bottom it is a, b, c, d,. etc. The letter d which was originally b in the reaction time column has been moved to the yield column. 3. The authors state on page 5 that We have found a better intramolecular selectivity compared to intermolecular selectivity during our investigation. The data justifying this statement were omitted in the revision. I recommend putting this information back in the paper. It is extremely instructive to future users of this chemistry. 4. The authors have done a good job in adding information to the body of the manuscript, however, the Supporting Informations has not been commensurately expanded. Data for a half dozen examples should be provided (NMR, MS, CHN or some other indication of purity) to demonstrate the utility of the method. Also significant figures should be checked in the general procedure. 3.This missing data has been incorporated. *In a competitive intermolecular deprotection9 between a primary TBDMS ether (2) and a primary THP ether (10) in methanol at room temperature, it was observed that both were deprotected with nearly equal rates (only 8% selectivity, 0.5 h). Notably, a better intermolecular chemoselectivity (60%) was obtained for (2) by performing the reaction under an ice-cooled condition, although longer reaction time (4 h) was required for the process. However a quantitative intramolecular selectivity (100%) was observed as demonstrated for substrate (18). 4. Supporting information has been expanded by providing data for six compounds isolated by this protocol. These are Phenethyl alcohol (IR, NMR), Cinnamyl alcohol (IR, NMR), 1-Phenyl-1-propanol (IR, NMR), 1-Dodecanol (NMR), 5-t-Butyldiphenylsilyl pentanol (NMR), and 2,3-Isopropylidine uridine (IR, CHN). Purity of these compounds was checked by GC and HPLC. Significant figures in general procedure has been checked. RefereeB. Comment: As I told you on my review of the original review, I think that this submission describes a new reagent for the deprotection of tert-butyldimethylsilyl ethers. Although there are severel methods for the selective deprotection of the TBDMS group, the TBATB seems to be another good reagent for this purpose. The authod have revised the manuscript following the suggestions of the referees. They include now isolated yieldsof purified products and they have shown that the reagent is compatible with other functionalities, so the procedure may be useful to the synthetic organic chemists. So my recommendation to publish it after minor revisions noted below: Table1. The heading of the third column should be : Yield (%)a and a note to the table should be included: a GC determined Table2. Third line, the superscript b should be placed in the yield column I think that the manuscript has many mistake. The English should be checked throughout the manuscript. For instance, Page 1, line 2 It should state.. accomplishe, not accomplished. Page 2 Line 5, Moreover, not more over Line 9, Have not has Line 10, From the above reagents, not from above reagents Page 4, table 2, note f: comparison, not comparision These are some examples; the author need to correct all those errors.  This has been changed as suggested This has been changed as suggested All these has been changed as suggested We have taken care of the grammatical mistake in the main text and corrections are indicated separately below. Old version Corrected versionPage 1, line 2 accomplished Page1, line 5 .. purpose. On the other hand 4,4-dimethoxytrityl (DMT) Page1, line 8, of its easy preparation2 and its stability to a wide Page2, line 2, excess of phase transfer reagent, Page2, line5, More over most of these reagents are either acidic, basic, oxidising or reducing in nature, which is not always desirable. Page 2, line 10, was not surprising since other halogen.. Page 2, line 11, and BiBr3/ MeCN3m has been used for the deprotection of. Page 2, line 11, haloacids generated in situ from above reagents Page 2, line 12 & 13, It is shown that benzyltrimethylammonium tribromide generate HBr.. Page 2, line 13 & 14, Also in our case hydrolysis may be catalysed. Page 2, line 14, .as shown is Scheme-1. In a controlled experiment, . Page 1, line 2 ..accomplish.. Page1, line 5 .. purpose and 4,4-dimethoxytrityl (DMT) Page1, line 8, of its easy preparation2 and stability to a wide (its has been omitted) Page2, line 2, excess of phase transfer reagents, Page2, line 5, Moreover most of these reagents are either strongly acidic, basic, oxidizing or reducing in nature, a property which is not always desirable. (underline words modified or added) Page 2, line 10,. was not surprising since the other halogen(the has been added) Page 2, line 11, and BiBr3/ MeCN3m have been used for the deprotection of. Page 2, line 11, haloacids generated in situ from the above reagents..(the has been added) Page 2, line 12 & 13, It has been shown that benzyltrimethylammonium generates HBr. Page 2, line 13 & 14, In the present case the hydrolysis may be catalyzed. Page 2, line 14, .as shown in Scheme-1. In a control experiment, . Page 2, line 15 & 16, ..silylether (1) with 0.01equivalent of 48% HBr in MeOH at room temperature in < 5 minutes lead to deprotected alcohol in quantitative yield. Page 2, Line 17-21, ..after 48 h, this is because the deprotected isopropanol reacts with tetrabutyldimethylsilyl bromide to yield starting TBDMS ether, thus the ratio remained same. However addition of methanol shifts the equilibrium to the right and 90% deprotection was observed after 5 h. This further supports the mechanism, proposed in Scheme-1. We therefore explore . Page 3, para 1, The solvent dependent cleavage of primary TBDMS ether (1) with TBATB (0.1 mol%) in different solvents is shown in Table 1. As could be seen from the Table 1, polar organic solvents are more suitable for deprotection and methanol turned out to be the best protic medium for desilylation. Page 2, line 15 & 16 , silyl ether (1) 0.01equivalents of 48% HBr in MeOH at room temperature in < 5 minutes leads to a deprotected alcohol in a quantitative yield. Page 2, Line 17-21, after 48 h. This is because the deprotected isopropanol reacts with tetrabutyldimethylsilyl bromide to yield the starting TBDMS ether, rendering its effective concentration practically unaltered. However, addition of methanol shifted the equilibrium to the right leading to a 90% deprotection after 5 h, as observed. This further supports the mechanism proposed in Scheme 1. We therefore explored .. Page 3, para 1, The results of solvent dependent cleavage of primary TBDMS ether (1) with TBATB (0.1 mol%) as shown in Table 1, suggests that polar organic solvents are relatively more suitable for deprotection and methanol turns out to be the best protic medium for desilylation.Page 3, para 2, line2-6, It is worth to mention that lower quantities of TBATB (i.e 0.01 mol%) also gave satisfactory results at longer reaction time, substrate (1) containing primary TBDMS group was deprotected at room temperature in quantitative yields with in 2.5 h, but TBDMS protected secondary alcohol (4) was deprotected 93% in 4 days at room temperature. However, by refluxing the reaction can accelerate the reaction rate, 90% desilylation was observed in 6 h for substrate (4). For our studies we have maintained 0.1 mol% of the reagent for all the substrates. Page 3, para 3, line 1, TBDMS ethers were subjected to deprotection by this procedure, the results Page 3, para 3, line 2, Aliphatic primary TBDMS protected primary alcohols (1), (2) Page 3, para 3, line 4, .. the reaction rates are relatively slow. Page 3, para 3, line 5, . different solvent (MeOH : CH2Cl2, 1:1) systems.. Page 4: Table has been rewritten: Page 5: Page 5, line 2, .no other side products.. Page 5, line 5 & 6,ethers (12 & 13), results are shown in Table 2. Facile deprotection of acid sensitive DMT ethers (12 & 13) .. Page 5, line 8, We examined Page 5, line 10-13, Intermolecular chemoselectivity9 of 100% (0.5 h), 92% (0.5 h) and 95% (0.08 h) was obtained for aliphatic TBDMS ether (1) in the presence of phenolic TBDMS ether (9), secondary TBDMS ether (8) and primary DMT ether (12) in methanol at room temperature. Page3, para2, line2-6, It is important to note that a lower quantity of TBATB (i.e 0.01 mol%) also gave satisfactory results at longer reaction time. For instance, substrate (1) containing a primary TBDMS group was deprotected at room temperature in a quantitative yield within 2.5 h, but a TBDMS protected secondary alcohol (4) could be deprotected to the extent of 93% in 4 days at room temperature. However, refluxing the reaction mixture can accelerate the reaction rate (90%, 6 h). For the present investigation, 0.1 mol% of the reagent has been used for each substrate. Page 3, para 3, line1,. TBDMS ethers was subjected to deprotection by this procedure and the result Page 3, para 3, line2, Aliphatic TBDMS protected primary alcohols (1), (2) .. Page 3, para 3,line 4, .. the reaction rates were relatively slow. Page 3, para 3, line 5, . different solvent (MeOH : CH2Cl2, 1:1) system .. Page 4: Table has been rewritten as pointed out earlier Page 5: Page 5, line 2, .no other side product.. Page 5, line 5 & 6,ethers (12 and 13) and the results are shown in Table 2. Facile deprotection of acid sensitive DMT ethers (12 and 13) .. Page 5, line 8, We also examined Page 5, line 10-13, Intermolecular chemoselectivity9 for aliphatic TBDMS ether (1) in the presence of phenolic TBDMS ether (9), secondary TBDMS ether (8) and primary DMT ether (12) were, 100% (0.5 h), 92% (0.5 h) and 95% (0.08 h) respectively in methanol at room temperature. Page 5, para 4, line 2 & 3, Exactly opposite selectivity was seen with TBATB, as demonstrated for substrate (18). Page 5, para 4, line 4 (old), Thus in a competitive reaction study9 between. Page 5, para 4, line 6 (old),much slower when the methanol is Page 5, para 4, line 7 (old), The use of isopropanol as a solvent enhances the selectivity 88% (5.6 h) for (11) over (4) at the expense of rate. Page 5, para 4, line 9 (old), during our investigation. Page5, para 5, line 4operationally simple, mild reaction conditions,.. Page 5, para 5, line 6, The chemoselectivities studies Page 5, para 4, line 2 & 3, Exactly opposite selectivity was observed with TBATB for both, as intermolecular as well as intramolecular deprotection. Additional information has been added (*) as suggested by reviewer A: Page 5, para 4, line 9 (new), Thus, in a competitive deprotection study9 between.. Page5, para 4, line 11 (new), much slower when methanol is Page 5, para 4, line 12 (new), The use of isopropanol as a solvent, however, enhances the selectivity (88%, 5.6 h) for (11) over (4) although longer reaction times were required. Page 5, para 4, line 14 (new), in our investigation. Page 5, para 5, line 4..operationally simple under mild reaction conditions,. 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' ',,;/0d22QAA Catalytic Oxidative Esterification of Aldehydes using V2O5-H2O2 B. K. PatelIIT,GHY Oh+'0  0< X d p |BA Catalytic Oxidative Esterification of Aldehydes using V2O5-H2O2o Ca B. K. Patel. KNormalaIIT,GHY2T,Microsoft Word 9.0v@@1@ lUI@ lUI@X) ՜.+,04 hp  IIT ,Guwahati X2 BA Catalytic Oxidative Esterification of Aldehydes using V2O5-H2O2 Title  !"#$%&'()*+,-./012345689:;<=>?@ABCDEFGHIJKLMNOPQRSTUVWXY[\]^_`acdefghilRoot Entry F@׀UIn1Table7yDWordDocumentjlSummaryInformation(ZDocumentSummaryInformation8bCompObjjObjectPool@׀UI@׀UI  FMicrosoft Word Document MSWordDocWord.Document.89q