Synthesis of muscothiazoles A and B: Critical role of methyl group substitution in RCM-based syntheses of macrocycles

被引:21
作者
Commeureuc, AGJ
Murphy, JA
Dewis, ML
机构
[1] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland
[2] Int Flavors & Fragrances Inc, IFF R&D, Union Beach, NJ USA
关键词
D O I
10.1021/ol034571i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Graphics Muscothiazoles A (2b) and B (2c) have been prepared by two approaches that differ in the order of assembly of the rings. Comparative studies show that substitution of the carbon chains in substrate 5 or 12 (respective precursors to 13-membered and 14-membered rings by RCM), even by a single methyl group, can have a profound effect on increasing the efficiency of the macrocyclization.
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页码:2785 / 2788
页数:4
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