RHODIUM(I)-CATALYZED AND IRIDIUM(I)-CATALYZED HYDROBORATION REACTIONS - SCOPE AND SYNTHETIC APPLICATIONS
RHODIUM(I)-CATALYZED AND IRIDIUM(I)-CATALYZED HYDROBORATION REACTIONS - SCOPE AND SYNTHETIC APPLICATIONS
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DOI：
10.1021/ja00043a009
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发表时间：
1992-08-12
影响因子：
15
通讯作者：
HOVEYDA, AH
中科院分区：
文献类型：
--
作者：
EVANS, DA;FU, GC;HOVEYDA, AH
本文研究了Rh(I)和Ir(I)催化的烯烃与儿茶酚硼烷的氢硼化反应。在有机合成中的应用是本研究的重点之一。确定了反应的范围，并讨论了立体选择问题。研究发现，铑催化的几类烯丙醇的氢硼化反应具有高度的非对映选择性，优先提供与非催化反应变体(9-BBN)所提供的异构体互补的异构体。开发了前两种实现定向烯烃氢化硼的一般方法。事实证明，亚膦和酰胺都能够输送过渡金属试剂。
A study of the rhodium(I)- and iridium(I)-catalyzed hydroboration of olefins with catecholborane is described. Applications to organic synthesis were one focus of this investigation. The scope of the reaction was defined, and issues of stereoselection were addressed. The rhodium-catalyzed hydroboration of several classes of allylic alcohols was found to be highly diastereoselective, preferentially affording the isomer complementary to that furnished by the uncatalyzed variant of the reaction (9-BBN). The first two general approaches to effecting a directed olefin hydroboration were developed. Both phosphinites and amides proved capable of delivering the transition metal reagent.