Organocatalytic α-amination–allylation-RCM strategy: enantioselective synthesis of cyclic hydrazines
作者:Aram Lim、Jung Hoon Choi、Jinsung Tae
DOI:10.1016/j.tetlet.2008.06.004
日期:2008.8
A highly enantioselective method for the synthesis of cyclic hydrazines by using organocatalytic alpha-amination-allylation-RCM strategy is described. Proline-catalyzed alpha-amination of aldehydes followed by indium-mediated one-pot allylation of the crude alpha-hydrazino aldehydes produces 1,2-aminoalcohols in high enantio- and diastereoselectivities. The 1,2-aminoalcohols are further converted into cyclic hydrazines by using ring-closing metathesis (RCM) reaction. (C) 2008 Elsevier Ltd. All rights reserved.