Low-Valent Titanium-Mediated Stereoselective Alkylation of Allylic Alcohols
Low-Valent Titanium-Mediated Stereoselective Alkylation of Allylic Alcohols
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DOI：
10.1021/ja806440m
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发表时间：
2008-11-26
影响因子：
15
通讯作者：
Cha, Jin Kun
中科院分区：
文献类型：
--
作者：
Lysenko, Ivan L.;Kim, Keunho;Cha, Jin Kun
我们已经开发了低价钛介导的1，3-反式交叉偶联反应的无环和环状烯丙醇的乙基，2-甲硅烷基乙基，2-苯乙基，和烯基基团的立体选择性引入。烯丙醇与乙烯基硅烷或苯乙烯衍生物的交叉偶联是特别值得注意的，因为两种烯烃的有效交叉选择性偶联是难以实现的。交叉偶联烷基化的立体化学与顺式加成/β-消除一致。
We have developed low-valent titanium-mediated 1,3-transpositive cross-coupling reactions of acyclic and cyclic allylic alcohols for the stereoselective introduction of ethyl, 2-silylethyl, 2-phenethyl, and alkenyl groups. Cross-coupling of an allylic alcohol with a vinylsilane or styrene derivative is particularly noteworthy, as an efficient cross-selective coupling of two alkenes has been elusive. The stereochemistry of the cross-coupling alkylation is consistent with syn addition/beta-elimination.