Chemo-and diastereoselective reduction of. beta.-enamino esters: A convenient synthesis of both cis-and trans-. gamma.-amino alcohols and. beta.-amino esters

…, C Cimarelli, E Marcantoni, G Palmieri…

Index: Bartoli; Cimarelli; Marcantoni; Palmieri; Petrini Journal of Organic Chemistry, 1994 , vol. 59, # 18 p. 5328 - 5335

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Citation Number: 210

Abstract

Convenient procedures for the chemo-and diastereoselective reduction of p-enamino esters 1 are described. Both cis-and trans-y-amino alcohols 2 or p-amino esters 3 can be prepared by reduction of p-enamino esters 1, readily available starting materials, with the use of inexpensive reagents Ndi-PrOH or NaHB (OAc) dAcOH, respectively, and the appropriate reduction conditions. The mechanisms and diastereoselectivities for the reductions are ...