2013 · ORGANIC LETTERS

Synthesis of Functionalized Allenamides from Ynamides by Enolate Claisen Rearrangement

Brioche, Julien, Meyer, Christophe, Cossy, Janine

Journal
ORGANIC LETTERS
Année
2013
Volume
15
Numéro
7
Pages
1626-1629
Mois
APR 5
DOI
10.1021/ol400402n

Abstract

The Claisen rearrangement of N-Boc glycinates derived from ynamido-alcohols affords an efficient and stereoselective access to highly functionalized allenamides. These compounds undergo sliver-catalyzed cyclization to 3-pyrrolines which are useful precursors for the synthesis of substituted pyrrolidines.

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