Asymmetric epoxidation catalyzed by alpha,alpha-dimethylmorpholinone ketone. Methyl group effect on spiro and planar transition states.

Asymmetric epoxidation catalyzed by alpha,alpha-dimethylmorpholinone ketone. Methyl group effect on spiro and planar transition states.
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DOI:
10.1021/jo900739q
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发表时间:
2009-07
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
O. A. Wong;Bin Wang;Mei-Xin Zhao;Yian Shi
O. A. Wong;Bin Wang;Mei-Xin Zhao;Yian Shi
中科院分区:
其他
文献类型:
--
作者:
O. A. Wong;Bin Wang;Mei-Xin Zhao;Yian Shi

文献摘要

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研究了含α,α-二甲基吗啉酮的手性酮催化剂(4)催化烯烃的不对称环氧化反应。这种酮,它有几个以前研究的催化剂的组合功能,是一种有效的催化剂,反式和三取代烯烃,并已达到高达97%ee。α,α-二甲基基团对螺环和平面过渡态具有显著影响。
Asymmetric epoxidation of olefins by using an alpha,alpha-dimethylmorpholinone-containing chiral ketone catalyst (4) has been investigated. This ketone, which has the combined features of several previously studied catalysts, is an effective catalyst for trans- and trisubstituted olefins, and up to 97% ee has been achieved. The alpha,alpha-dimethyl group has significant impact on spiro and planar transition states.