Affordable Access

Publisher Website

Microwave-assisted ethylene–alkyne cross-metathesis: synthesis of chiral 2-(N-1-acetyl-1-arylmethyl)-1,3-butadienes

Authors
Journal
Tetrahedron Asymmetry
0957-4166
Publisher
Elsevier
Publication Date
Volume
16
Issue
17
Identifiers
DOI: 10.1016/j.tetasy.2005.08.002

Abstract

Abstract Chiral 1-arylpropargyl amides, which are resistant to undergoing ethylene–alkyne cross-metathesis at atmospheric pressure, were reacted under microwave irradiation to afford enantiomerically enriched 2-( N-1-acetyl-1-arylmethyl)-1,3-butadienes within a few minutes. Enantiomerically enriched amides underwent ethylene–alkyne cross-metathesis with retention of configuration at the propargylic/allylic position. A series of chiral 2-( N-1-acetyl-1-arylmethyl)-1,3-butadienes were synthesised with ee ⩾95%; these latter compounds could be used as building blocks for the synthesis of new antifungal and antiaromatase agents.

There are no comments yet on this publication. Be the first to share your thoughts.