Highly efficient catalytic asymmetric epoxidation of allylic alcohols by an oxovanadium-substituted polyoxometalate with a regenerative TADDOL-derived hydroperoxide

Highly efficient catalytic asymmetric epoxidation of allylic alcohols by an oxovanadium-substituted polyoxometalate with a regenerative TADDOL-derived hydroperoxide
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DOI:
10.1021/ol027498p
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发表时间:
2003-03-06
期刊:
影响因子:
5.2
通讯作者:
Zhang, R
Zhang, R
中科院分区:
化学1区
文献类型:
--
作者:
Adam, W;Alsters, PL;Zhang, R

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[图解]氧钒(IV)夹心型POM以非常高的催化效率(高达42000吨)催化烯丙醇的化学环氧化、区域环氧化和立体选择性环氧化,对于可持续工艺的开发具有潜在的价值。通过使用空间要求高的TADDOL衍生的过氧化氢TADOOH作为手性氧源,已经获得了高达95:5的对映体比(Er)。
[GRAPHICS]The oxovanadium(IV) sandwich-type POM catalyzes the chemo-, regio-, and stereoselective epoxidation of allylic alcohols by chiral hydroperoxides with very high catalytic efficiency (up to 42 000 TON), a potentially valuable oxidation for the development of sustainable processes. By using the sterically demanding, TADDOL-derived hydroperoxide TADOOH as the chiral oxygen source, enantiomeric ratios (er) of up to 95:5 have been achieved.