Chemistry Letters, volume 40, issue 10, pages 1115-1117

Phase-transfer-catalyzed Asymmetric Alkylation with Epoxy Triflates as Alkylating Agents: Highly Stereoselective Synthesis of γ,δ-Epoxy-α-amino Acids

Satoru Arimitsu
, 
Daisuke Kato
, 
Keiji Maruoka
, 
Keiji Maruoka
Publication type: Journal Article
Publication date: 2011-10-05
scimago Q2
wos Q3
SJR: 0.423
CiteScore: 3.0
Impact factor: 1.4
ISSN: 03667022, 13480715
General Chemistry
Abstract
Although alkyl sulfonates are commonly used for alkylating agents, there are very few reports on phase-transfer-catalyzed asymmetric alkylation with alkyl sulfonates. Herein, we report that the asymmetric reaction using glycine Schiff base 1 and optically pure epoxy triflates op-2 proceeded smoothly in the presence of phase-transfer catalyst (S,S)-4a to furnish γ,δ-epoxy-α-amino acids 3 in good yield with high enantioselectivity.
Found 
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