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The Total Synthesis of the Annonaceous Acetogenin 10‐Hydroxyasimicin
Author(s) -
Nattrass Gillian L.,
Díez Elena,
McLachlan Matthew M.,
Dixon Darren J.,
Ley Steven V.
Publication year - 2005
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.200462264
Subject(s) - acetogenin , butenolide , stereochemistry , modular design , chemistry , computer science , programming language , biology , annonaceae , botany
Orthogonal and modular templating is an effective basis for the preparation of the biologically active annonaceous acetogenin 10‐hydroxyasimicin ( 1 ). The versatile tartrate‐derived 2,3‐butanediacetal building block together with a highly diastereoselective hetero‐Diels–Alder approach to the butenolide unit were usefully employed in this novel synthetic route.