Catalytic Asymmetric Synthesis of 2,2-Disubstituted Oxetanes from Ketones by Using a One-Pot Sequential Addition of Sulfur Ylide

被引:61
|
作者
Sone, Toshihiko [1 ]
Lu, Gang [1 ]
Matsunaga, Shigeki [1 ]
Shibasaki, Masakatsu [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
关键词
asymmetric synthesis; homogeneous catalysis; oxetanes; rare-earth metals; ylides; DIMETHYLOXOSULFONIUM METHYLIDE; KINETIC RESOLUTION; SUBSTITUTED OXETANES; EPOXIDE HYDROLASES; ACHIRAL ADDITIVES; COMPLEX; ENONES; POLYMERIZATION; OXIDATION; OLEFINS;
D O I
10.1002/anie.200805473
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Better the second time around: The title compounds were synthesized by using a one-pot double methylene transfer catalyzed by a heterobimetallic La/Li complex. Chiral amplification in the second step was the key to obtaining oxetanes in high enantiomeric excess (see scheme). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1677 / 1680
页数:4
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