Catalytic Asymmetric Synthesis of Spirooxindoles by a Mannich-Type Reaction of Isothiocyanato Oxindoles

被引:114
作者
Kato, Shota [1 ]
Yoshino, Tatsuhiko [1 ]
Shibasaki, Masakatsu [2 ]
Kanai, Motomu [1 ,3 ]
Matsunaga, Shigeki [1 ,3 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
[2] Inst Microbial Chem, Shinagawa Ku, Tokyo 1410021, Japan
[3] ERATO Japan Sci & Technol Agcy, Kanai Life Sci Catalysis Project, Tokyo 1130033, Japan
关键词
asymmetric catalysis; asymmetric synthesis; Mannich reaction; oxindoles; salen; SCHIFF-BASE CATALYSIS; ENANTIOSELECTIVE SYNTHESIS; MULTIPLE STEREOCENTERS; SPIROCYCLIC OXINDOLES; NATURAL-PRODUCTS; 3+2 ANNULATION; DIELS-ALDER; CONSTRUCTION; ANTAGONISTS; P53;
D O I
10.1002/anie.201203005
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Easy access: A strontium/Schiff base complex as catalyst for the title reaction provided straightforward access to enantiomerically enriched spiro[imidazolidine-4,3'-oxindole] compounds, as well as a spiro[imidazoline-4, 3'-oxindole] through a two-step conversion from the Mannich adduct. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:7007 / 7010
页数:4
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