Affiliation:
1. School of Chemistry Joseph Black Building University of Glasgow University Avenue Glasgow G12 8QQ UK
Abstract
AbstractThe fully functionalized A−F fragment of the Pacific ciguatoxin CTX3C has been synthesized from a derivative of D‐glucal, which serves as the B‐ring. Rings A and C were introduced to either side of ring B by ring‐closing diene and enyne metathesis (RCM). The seven‐membered D‐ring and eight‐membered E‐ring were assembled by iterative use of a six‐step reaction sequence in which RCM was used for ring construction and Tsuji–Trost allylation was employed for subsequent stereoselective functionalization. The nine‐membered F‐ring was formed by use of an RCM reaction and bears the functionality required for attachment of the I−M fragment and subsequent closure of rings G and H.
Funder
Engineering and Physical Sciences Research Council
Subject
General Chemistry,Catalysis,Organic Chemistry
Cited by
1 articles.
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