Regio- and Stereoselective Addition of HO/OOH to Allylic Alcohols
Regio- and Stereoselective Addition of HO/OOH to Allylic Alcohols
复制标题
HO/OOH 与烯丙醇的区域和立体选择性加成
DOI：
10.1021/acs.joc.0c01280
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发表时间：
2020
影响因子：
3.6
通讯作者：
Wu Yikang
中科院分区：
文献类型：
--
作者：
Wang Xiao-Tao;Han Wei-Bo;Chen Hui-Jun;Zha Qinghong;Wu Yikang
在催化量的Na_2MoO_4-gly或MoO_2（acac）_2存在下，一系列烯丙醇与醚性H_2O_2反应，可得到高产率的C → C反式羟基化-氢过氧化产物，并具有较高的区域选择性和立体选择性。使用环状底物的对映异构体产生相应的对映纯二醇-叔氢过氧化物。还举例说明了将二醇-叔氢过氧化物进一步转化为三醇或具有含季中心的分离的叔过氧基的线性结构单元的可能性。
A range of allylic alcohols are shown to readily react with ethereal H2O2in the presence of catalytic amounts of Na2MoO4-gly or MoO2(acac)2, affording the C═C trans hydroxylation–hydroperoxylation products in good yields with high regio- and stereoselectivity. Use of enantiomers of cyclic substrates resulted in corresponding enantiopure diol-tert-hydroperoxides. The possibility of further conversion of the diol-tert-hydroperoxides into triols or linear building blocks with an isolatedtert-peroxy group containing a quaternary center is also exemplified.