Enantioselective Total Synthesis and Determination of the Absolute Configuration of the 4,6,8,10,16,18‐Hexamethyldocosane from  Antitrogus parvulus | Zendy

Herber Christian | Zendy; Breit Bernhard | Zendy

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Enantioselective Total Synthesis and Determination of the Absolute Configuration of the 4,6,8,10,16,18‐Hexamethyldocosane from Antitrogus parvulus

Author(s) -

Herber Christian,

Breit Bernhard

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.200501612

Subject(s) - enantioselective synthesis , absolute configuration , absolute (philosophy) , mathematics , stereochemistry , combinatorics , statistics , chemistry , philosophy , organic chemistry , theology , catalysis

A copper‐catalyzed sp 3 –sp 3 cross‐coupling for fragment coupling in a total synthesis is demonstrated. The diastereo‐ and enantioselective total synthesis of the 4,6,8,10,16,18‐hexamethyldocosanes highlights the synthetic power of deoxypropionate construction based on an ortho ‐diphenylphosphanylbenzoyl ( o ‐DPPB)‐directed and copper‐mediated allylic substitution with Grignard reagents (see scheme).

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