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doi:10.1016/S0040-4039(00)83973-8 
Copyright © 1986 Published by Elsevier Science Ltd. All rights reserved.
Mugio Nishizawa, Hidetoshi Yamada and Yuji Hayashi
Department of Chemistry, Faculty of Science, Osaka City University, Sumiyoshiku, Osaka558, Japan
Received 26 September 1985.
Abstract
Biomimetic cyclization of ambliofuran with mercury(II) triflate/N,N-dimethylaniline complex is initiated from the internal double bond (Δ7) in high selectivity, whereas the corresponding sulfone is cyclized from terminal (Δ15) olefin to give marginatan skeleton.
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When 1c was treated with 3 in the usual manner (ref 4), a complicated mixture was obtained Including double cyclization products 5.
B. Glese and K. Heuck Chem. Ber. 112 (1979), p. 3759.
Ca 10% of isomeric olefin (Δ1,10 and Δ10,20) was incorporated and these were separated by HPLC.
The ratio was determined by the HPLC analysis of the demercuration products.
The starting material (24%) was recovered in this reaction.
