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Asymmetric Synthesis of Bryostatin 2
Author(s) -
Evans David A.,
Carter Percy H.,
Carreira Erick M.,
Prunet Joëlle A.,
Charette André B.,
Lautens Mark
Publication year - 1998
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/(sici)1521-3773(19980918)37:17<2354::aid-anie2354>3.0.co;2-9
Subject(s) - aldol reaction , bryostatin 1 , alkylation , chemistry , stereochemistry , sulfone , combinatorial chemistry , organic chemistry , biochemistry , catalysis , protein kinase c , phosphorylation
The potent bryostatin antitumor agents are currently in phase II clinical trials for the treatment of a variety of forms of cancer. Aldol reactions and directed reductions are among the essential steps for the formation of fragments A – C in the total synthesis of the title compound. Coupling of these fragments by sulfone‐based olefination and alkylation reactions was followed by macrocyclization and introduction of the enoate moieties on rings B and C .