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Total Synthesis and Structural Revision of Callipeltoside C
Author(s) -
Carpenter Joseph,
Northrup Alan B.,
Chung deMichael,
Wiener John J. M.,
Kim SungGon,
MacMillan David W. C.
Publication year - 2008
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.200800086
Subject(s) - aldol reaction , enantioselective synthesis , total synthesis , chemistry , absolute configuration , stereochemistry , proline , combinatorial chemistry , catalysis , organic chemistry , biochemistry , amino acid
Look again : Highlights of the 20‐step synthesis of callipeltoside C include the proline‐catalyzed direct aldol reaction, enantioselective α‐oxyamination reaction, and rapid access to the carbohydrate framework using a de novo synthesis protocol. Based on this work the previously assigned absolute configuration of the pendent 2‐ O ‐methylevalose unit has been revised.