铑催化的与硼酸亲核试剂的不对称烯丙基取代反应。
Rhodium-catalyzed asymmetric allylic substitution with boronic acid nucleophiles.
作者信息
Menard Frederic, Chapman Timothy M, Dockendorff Chris, Lautens Mark
机构信息
Davenport Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5H 3H6.
出版信息
Org Lett. 2006 Sep 28;8(20):4569-72. doi: 10.1021/ol061777l.
An enantio-, regio-, and diastereoselective rhodium(I)-catalyzed desymmetrization of a meso-cyclic allylic dicarbonate with organoboronic acid nucleophiles is described. The rhodium(I) catalyst formed in situ from [Rh(cod)OH]2 and Xyl-P-PHOS allowed the S(N)2' allylic substitution product to be obtained with a range of arylboronic acids in enantiomeric excesses of up to 92% with regioselectivities of up to >20:1.
本文描述了一种铑（I）催化的内消旋环状烯丙基二碳酸酯与有机硼酸亲核试剂的对映、区域和非对映选择性去对称化反应。由[Rh(cod)OH]2和Xyl-P-PHOS原位生成的铑（I）催化剂，能使一系列芳基硼酸通过S(N)2'烯丙基取代反应得到对映体过量高达92%、区域选择性高达>20:1的产物。
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