Synlett 2013; 24(1): 29-32
DOI: 10.1055/s-0032-1317746
letter
© Georg Thieme Verlag Stuttgart · New York

Catalytic Asymmetric Cyclopropanation with Diazooxindole

Atsuko Awata
Department of Chemistry, Graduate School of Science, Chiba University, Inage, Chiba 263-8522, Japan   Fax: +81(43)2902889   Email: tarai@faculty.chiba-u.jp
,
Takayoshi Arai*
Department of Chemistry, Graduate School of Science, Chiba University, Inage, Chiba 263-8522, Japan   Fax: +81(43)2902889   Email: tarai@faculty.chiba-u.jp
› Author Affiliations
Further Information

Publication History

Received: 12 October 2012

Accepted after revision: 12 November 2012

Publication Date:
11 December 2012 (online)


Abstract

The first catalytic asymmetric cyclopropanation using styrene and diazooxindole was achieved with Rh2(S-PTTL)4. The reaction proceeded smoothly with 1 mol% catalyst loading to provide a good yield of the biologically important spiro-cyclopropyl­oxindole product with moderate to good enantioselectivity and excellent diastereoselectivity.

Supporting Information