Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Special issue | Vol 88, No. 1, 2014, pp.475-491
Published online, 23rd July, 2013
DOI: 10.3987/COM-13-S(S)60
Enantioselective Synthesis of Spirooxindoles via Direct Catalytic Asymmetric Aldol-Type Reaction of Isothiocyanato Oxindoles

Shota Kato, Motomu Kanai, and Shigeki Matsunaga*

*Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan


Direct catalytic asymmetric aldol-type reaction of aldehydes with isothiocyanato oxindoles is described. A dinuclear (S)-Ni2-Schiff base complex (0.1-10 mol %) efficiently catalyzed the addition of isothiocyanato oxindoles to aliphatic aldehydes, giving spirooxindole products in 80-99% ee and 81:19-91:9 dr. A Sr(O-iPr)2/Schiff base complex (10 mol %) was utilized for aryl aldehydes and spirooxindole products were obtained in 33-78% ee and 96:4-98:2 dr.