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Total Synthesis and Configurational Assignment of (−)‐Dictyostatin, a Microtubule‐Stabilizing Macrolide of Marine Sponge Origin
Author(s) -
Paterson Ian,
Britton Robert,
Delgado Oscar,
Meyer Arndt,
Poullennec Karine G.
Publication year - 2004
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.200460589
Subject(s) - antimitotic agent , sponge , stereochemistry , chemistry , total synthesis , microtubule , combinatorial chemistry , tubulin , biology , botany , microbiology and biotechnology
A flexible and modular approach was used in the convergent and highly stereocontrolled synthesis of the antimitotic agent dictyostatin. This first total synthesis establishes its full stereochemistry and should be amenable to producing useful quantities and designed analogues of this molecule, whose conformation closely resembles that of discodermolide (see overlayed structures).