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Total Synthesis of the Amaryllidaceae Alkaloid (+)‐Plicamine and Its Unnatural Enantiomer by Using Solid‐Supported Reagents and Scavengers in a Multistep Sequence of Reactions
Author(s) -
Baxendale Ian R.,
Ley Steven V.,
Piutti Claudia
Publication year - 2002
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 - 10.1002/1521-3773(20020617)41:12<2194::aid-anie2194>3.0.co;2-4
Subject(s) - amaryllidaceae , alkaloid , enantiomer , sequence (biology) , reagent , stereochemistry , chemistry , amaryllidaceae alkaloids , biology , organic chemistry , botany , biochemistry
A sequence of polymer‐supported reagents and scavengers was used to promote the synthetic transformations in the first total synthesis of (+)‐plicamine ( 1 ), a member of the amaryllidaceae alkaloid family, starting from L ‐4‐hydroxyphenylglycine (see scheme).