A highly enantioselective method for the synthesis of cyclic hydrazines by using organocatalytic α-amination-allylation-RCM strategy is described. Proline-catalyzed α-amination of aldehydes followed by indium-mediated one-pot allylation of the crude α-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.
Bibliographical noteFunding Information:
This work was supported by the Center for Bioactive Molecular Hybrids (MOST/KOSEF). A.L. thanks BK 21 program (KRF). J.T. thanks Yonsei University and Professor K.W.J. at USC for the supports during the sabbatical year.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry