Abstract
Two new approaches to the synthesis of sulfonyl‐functionalized allenecarboxylates and phosphorylated allenes are described. 2‐Sulfonyl‐alka‐2,3‐dienoates were readily prepared in an one‐pot reaction by [2,3]‐sigmatropic rearrangement of sulfinato‐substituted 2‐alkynoates, in situ generated from ethyl propynoate and subsequent treatment with lithium diisopropyl (LDA), ketone, trimethylchlorosilane (TMSCl), and the corresponding sulfinyl chlorides. Preparation of 1‐sulfonyl‐alka‐1,2‐dienephosphonates and ‐1,2‐dienyl phosphine oxides consists of the reaction of the lithio compounds, in situ generated from phosphorylated allenes and LDA, with the corresponding sulfonyl chlorides.
Acknowledgments
Financial support from the Research Fund of the University of Shumen (Project Nos. 33/2004 and 30/2005) is acknowledged.