Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
1,4-Addition Reaction of 5H-Oxazol-4-ones to Allenic Esters and Ketones Catalyzed by Chiral Guanidines
Nari JinTomonori MisakiTakashi Sugimura
Author information
JOURNALS RESTRICTED ACCESS Advance online publication

Article ID: 130295

Details
Abstract

In this paper, a chiral guanidine-catalyzed 1,4-addition reaction of 5H-oxazol-4-ones to allenic esters and ketones is described. 5H-Oxazol-4-ones substituted with a 2-chlorophenyl group were suitable pronucleophiles that gave high enantioselectivities. Subsequent hydrolysis of the obtained adduct gave the corresponding γ-butenolide ester without loss of enantiopurity, and was derived into (+)-crobarbatic acid in a few steps.

Information related to the author

This article cannot obtain the latest cited-by information.

© 2013 The Chemical Society of Japan
feedback
Top