Total Synthesis and Structural Revision of Callipeltoside C | Zendy

Carpenter Joseph | Zendy; Northrup Alan B. | Zendy; Chung deMichael | Zendy; Wiener John J. M. | Zendy; Kim SungGon | Zendy; MacMillan David W. C. | Zendy

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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.

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