Catalytic Asymmetric Conjugate Allylation of Coumarins

Catalytic Asymmetric Conjugate Allylation of Coumarins
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香豆素的催化不对称共轭烯丙基化

DOI:
10.1021/ol201312y
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发表时间:
2011-08-05
期刊:
影响因子:
5.2
通讯作者:
Feng, Xiaoming
Feng, Xiaoming
中科院分区:
化学1区
文献类型:
--
作者:
Kuang, Yulong;Liu, Xiaohua;Feng, Xiaoming

文献摘要

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采用催化不对称共轭烯丙基化反应合成了具有潜在生物活性的4-烯丙基-2-氧代苯并二氢吡喃骨架。采用双重活化策略,分别用N,N '-二氧化物Yb(OTf)(3)活化香豆素和(CuOTf)(2)中心点C7 H8通过金属转移活化四烯丙基锡。在温和的条件下得到了较好的产率和对映选择性。
A catalytic asymmetric conjugate allylation was successfully developed to synthesize potential pharmacologically active 4-allyl-2-oxochroman skeletons. A dual activation strategy was employed by using N,N'-dioxide-Yb(OTf)(3) to activate coumarins and using (CuOTf)(2)center dot C7H8 to activate tetraallyltin via transmetalation, respectively. Good yields and enantioselectivities were obtained under mild conditions.