Organocatalytic α-amination-allylation-RCM strategy: enantioselective synthesis of cyclic hydrazines

Aram Lim, Jung Hoon Choi, Jinsung Tae

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)


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.

Original languageEnglish
Pages (from-to)4882-4885
Number of pages4
JournalTetrahedron Letters
Issue number33
Publication statusPublished - 2008 Aug 11

Bibliographical note

Funding 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

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


Dive into the research topics of 'Organocatalytic α-amination-allylation-RCM strategy: enantioselective synthesis of cyclic hydrazines'. Together they form a unique fingerprint.

Cite this