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Asymmetric synthesis of the core of AMPTD, the key amino acid of microsclerodermins F-I

Authors :
Robert M. Williams
Cameron M. Burnett
Source :
Tetrahedron Letters. 50:5449-5451
Publication Year :
2009
Publisher :
Elsevier BV, 2009.

Abstract

We report a stereoselective synthesis of the five consecutive stereocenters of AMPTD in seven steps. Highlights include an Evans glycolate aldol reaction, the use of a Weinreb amide as an aldehyde masking group, and a Mannich reaction with an Ellman-type chiral sulfimine.

Details

ISSN :
00404039
Volume :
50
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi.dedup.....0a082f6cf80542000d085ae313da3e01
Full Text :
https://doi.org/10.1016/j.tetlet.2009.06.144