Iron(III)/NaBH4-mediated additions to unactivated alkenes: synthesis of novel 20'-vinblastine analogues.

Iron(III)/NaBH4-mediated additions to unactivated alkenes: synthesis of novel 20'-vinblastine analogues.
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DOI:
10.1021/ol300173v
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发表时间:
2012-03-16
期刊:
影响因子:
5.2
通讯作者:
Boger, Dale L.
Boger, Dale L.
中科院分区:
化学1区
文献类型:
--
作者:
Leggans, Erick K.;Barker, Timothy J.;Duncan, Katharine K.;Boger, Dale L.

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描述了Fe(III)/NaBH 4介导的未活化烯烃官能化反应,定义了烯烃底物范围,建立了排他性的马尔科夫尼科夫加成,探索了一系列自由基陷阱,检查了Fe(III)盐并引发了氢化物源,引入了H2O共溶剂混合物,并探索了催化变体。它的使用导致了一种新的,有效的和以前无法获得的C20′-长春碱类似物的制备。
An Fe(III)/NaBH4-mediated reaction for the functionalization of unactivated alkenes is described defining the alkene substrate scope, establishing the exclusive Markovnikov addition, exploring a range of free radical traps, examining the Fe(III) salt and initiating hydride source, introducing H2O-cosolvent mixtures, and exploring catalytic variants. Its use led to the preparation of a novel, potent and previously inaccessible C20′-vinblastine analogue.
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