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Asymmetric Syntheses of Potent Antitumor Macrolides Cryptophycin B and Arenastatin A
Author(s) -
Ghosh Arun K.,
Bischoff Alexander
Publication year - 2004
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.200300814
Subject(s) - stereocenter , chemistry , aldol reaction , stereochemistry , stereoselectivity , enantioselective synthesis , depsipeptide , convergent synthesis , total synthesis , combinatorial chemistry , organic chemistry , catalysis
Abstract Efficient and highly stereoselective syntheses of cryptophycin B and arenastatin A, potent cytotoxic agents, are described. An ester‐derived titanium enolate mediated syn ‐aldol reaction was employed to generate the stereocenters C‐5 and C‐6. The route is convergent and provides a convenient access to the synthesis of structural variants of cryptophycins as well as members of its family. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)