An epoxidation approach to a chiral lactone: Application of the Shi epoxidation

An epoxidation approach to a chiral lactone: Application of the Shi epoxidation
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DOI:
10.1021/op060140e
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发表时间:
2007-01-01
影响因子:
3.4
通讯作者:
VanderRoest, James
VanderRoest, James
中科院分区:
化学3区
文献类型:
--
作者:
Ager, David J.;Anderson, Ken;VanderRoest, James

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描述了以有机催化剂环氧酮(10)和环氧酮为氧化剂的烯烃7的大规模环氧化反应。这是史环氧化方法的第一次大规模应用。还描述了催化剂10的大规模制备。以3-氟氯苄和4-戊酸衍生的乙烯基硼烷8为原料,采用铃木偶联法制备了不饱和酸前体7的钾盐。
The large-scale epoxidation of the alkene 7 with the organocatalyst, Epoxone (10), and Oxone as the oxidant is described. This is the first large-scale application of the Shi epoxidation methodology. The large-scale preparation of the catalyst 10 is also described. The potassium salt of the unsaturated acid precursor 7 was prepared by a Suzuki coupling from 3-fluorobenzyl chloride and the vinylborane 8 derived from 4-pentynoic acid.