Tetrahedron letters

A highly efficient, asymmetric synthesis of blastidic acid: the β-amino acid component of the antibiotic,(+)-blasticidin S

R Bischoff, N McDonald, A Sutherland

Index: Bischoff, Roland; McDonald, Niall; Sutherland, Andrew Tetrahedron Letters, 2005 , vol. 46, # 42 p. 7147 - 7149

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Citation Number: 13

Abstract

A new approach for the asymmetric synthesis of blastidic acid, the β-amino acid component of the antibiotic,(+)-blasticidin S has been achieved in 11 steps and 30% overall yield. The key transformations involve a one-pot Swern/Wittig reaction sequence to prepare the carbon backbone followed by a stereoselective conjugate addition to introduce the β-amino functionality.