Methods of enhancement of reactivity and selectivity of sodium borohydride for applications in organic synthesis

被引:209
作者
Periasamy, M [1 ]
Thirumalaikumar, P [1 ]
机构
[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
关键词
sodium borohydride; enhancement of reactivity; additives; reduction of organics;
D O I
10.1016/S0022-328X(00)00210-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
NaBH4 does not reduce carboxylic acids, esters, amides and nitriles under ambient conditions. However, the reactivity of NaBH4 can be enhanced by the addition of certain additives. For example, addition of iodine to NaBH4 in THF provides H3B-THF that is useful for hydroborations and reductions of various functional groups. The aldehydes and ketones are reduced in a fast manner by the NaBH4 reagent. Even so, the selectivities realised in such reductions can be enhanced using NaBH4 along with another additive. In this article, various methods used for the enhancement of reactivity and selectivity of NaBH4 in organic synthesis are described. (C) 2000 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:137 / 151
页数:15
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