First Synthesis of Optically Pure Propargylic N-Hydroxylamines by Direct, Highly Diastereoselective Addition of Terminal Alkynes to Nitrones We thank the ETH, Roche Research Foundation, the Swiss National Science Foundation, Merck, and Aventis for their generous support.

Roger Fässler, Doug E. Frantz, J. Oetiker, Erick M. Carreira

Angewandte Chemie · 2002 · 38 citations · 0 references

Concepts

Abstract

In-situ-Erzeugung von nucleophilen Acetyliden durch die Verwendung substöchiometrischer Mengen Zn(OTf)2 und anschließendes Entfernen der chiralen Auxiliare ermöglicht den direkten Einsatz terminaler Alkine in der Synthese von optisch reinen N-Hydroxypropargylaminen (siehe Schema). Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2001/2002/z19381_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.