Trialkylborane as an initiator and terminator of free radical reactions. Facile routes to boron enolates via α-carbonyl radicals and aldol reaction of boron enolates
Trialkylborane as an initiator and terminator of free radical reactions. Facile routes to boron enolates via α-carbonyl radicals and aldol reaction of boron enolates
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三烷基硼烷作为自由基反应的引发剂和终止剂 通过 α-羰基和硼烯醇化物的醛醇缩合反应生成硼烯醇化物的简便途径。
DOI：
10.1246/bcsj.64.403
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发表时间：
1991
影响因子：
4
通讯作者：
K. Utimoto
中科院分区：
文献类型：
--
作者：
K. Nozaki;K. Oshima;K. Utimoto
研究了三烷基硼烷引发的各种反应制备α-羰基自由基：（1）烷基与甲基乙烯基酮的加成反应，（2）α-卤代酮的还原反应，（3）分子内自由基与α，β-不饱和羰基的加成反应。三烷基硼烷与α-羰基反应生成硼烯醇化物。硼烯醇化物被羰基化合物有效地捕获，以良好的产率得到β-羟基酮。
A variety of trialkylborane-induced reactions were examined for the preparation of the α-carbonyl radicals: (1) addition of alkyl radical to methyl vinyl ketone, (2) reduction of α-halo ketone, and (3) intramolecular radical addition to α,β-unsaturated carbonyl moiety. Trialkylborane reacted with α-carbonyl radicals to give boron enolates. The resulting boron enolates were efficiently trapped by carbonyl compounds to give β-hydroxy ketones in good yields.