Asymmetric synthesis of quaternary α-amino acid derivatives and their fluorinated analogues.

Abstract:

:In this work, we describe the asymmetric synthesis of a series of fluorinated and non-fluorinated quaternary α-amino acid derivatives. This methodology involves the diastereoselective addition of chiral 2-p-tolylsulfinyl benzylcarbanions to either imines containing a 2-furyl moiety or trifluoromethyl α-imino esters. Synthetic practicality of this method is demonstrated by short (two-steps) and convenient preparation of 2-(trifluoromethyl)indoline-2-carboxylates.

journal_name

Amino Acids

journal_title

Amino acids

authors

Fustero S,Sánchez-Roselló M,Báez C,Del Pozo C,García Ruano JL,Alemán J,Marzo L,Parra A

doi

10.1007/s00726-011-0881-7

subject

Has Abstract

pub_date

2011-08-01 00:00:00

pages

559-73

issue

3

eissn

0939-4451

issn

1438-2199

journal_volume

41

pub_type

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