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A Second‐Generation Total Synthesis of Spirastrellolide A Methyl Ester
Author(s) -
Paterson Ian,
Maltas Philip,
Dalby Stephen M.,
Lim Jong Ho,
Anderson Edward A.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201108594
Subject(s) - linker , total synthesis , stereochemistry , substitution (logic) , chemistry , combinatorial chemistry , computer science , programming language , operating system
Marine macrolides : An improved second‐generation total synthesis of the anticancer macrolide spirastrellolide A methyl ester has been achieved. The synthesis features a uniformly high level of stereocontrol combined with more expedient fragment assembly, and demonstrates a critical dependence of the crucial macrolactonization step on the substitution pattern of the C22–C24 linker region.