Chemoselective Reduction and Transesterification of α-Keto Propargylic Esters Mediated by NaBH4 and CeCl3· 7H2O

T Saravanan, A Chadha

Index: Saravanan, Thangavel; Chadha, Anju Synthetic Communications, 2011 , vol. 41, # 16 p. 2350 - 2358

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Abstract

Propargylic alcohols and esters are versatile building blocks as they allow for facile conversion to a variety of functional groups in the synthesis of allenes, lactones, and heterocycles, which are part of biologically active molecules [ 1 1. (a) Stang , PJ ; Diederich , F. (Eds.). Modern Acetylene Chemistry ; VCH : Weinheim , Germany , 1995 ; (b) Shi Shun , ALK ; Tykwinski , RR Synthesis of naturally occuring polyynes. Angew. Chem. Int. Ed. 2006, 45, 1034–1057 .