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Stereocontrolled Synthesis of the Highly Functionalized Core Structure of Aurisides by Ring‐Closing Metathesis
Author(s) -
Bourcet Emmanuel,
Fache Fabienne,
Piva Olivier
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000331
Subject(s) - chemistry , ring closing metathesis , metathesis , salt metathesis reaction , closing (real estate) , ring (chemistry) , core (optical fiber) , total synthesis , stereochemistry , combinatorial chemistry , organic chemistry , materials science , political science , law , composite material , polymerization , polymer
Two approaches based on the ring‐closing metathesis reaction have been explored for the synthesis of the core structure of the marine natural products, the aurisides. The second approach, accomplished in a stereocontrolled manner, used both a Brown's allylation and an Evans' aldolisation, and finally a transannular ketalization to deliver a highly functionalized auriside analogue.