A VERSATILE SYNTHESIS OF BETA-AMINO ACIDS USING THE NICHOLAS REACTION.1. APPLICATION TO BETA-LACTAMS OF THE CARBAPENEM CLASS

Authors
JACOBI PA ZHENG WJ
Citation
Pa. Jacobi et Wj. Zheng, A VERSATILE SYNTHESIS OF BETA-AMINO ACIDS USING THE NICHOLAS REACTION.1. APPLICATION TO BETA-LACTAMS OF THE CARBAPENEM CLASS, Tetrahedron letters, 34(16), 1993, pp. 2581-2584
Citations number
22
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
16
Year of publication
1993
Pages
2581 - 2584
Database
ISI
SICI code
0040-4039(1993)34:16<2581:AVSOBA>2.0.ZU;2-4
Abstract
Homochiral acetylenic acids of general structure 10, prepared using th e Schreiber modification of the Nicholas reaction, have been converted to beta-amino acid derivatives of type 11 by a two step sequence invo lving Curtius rearrangement followed by oxidative cleavage of the acet ylenic bond. Amino acid derivatives 11 are excellent precursors for be ta-lactams of the carbapenem class.