α-Deprotonation of an α-Chiral 2-Alkenylcarbamate with Retention and Lithium-Titanium Exchange with Inversion— the Homoaldol Reaction with 1,3-Chirality Transfer†‡

α-Deprotonation of an α-Chiral 2-Alkenylcarbamate with Retention and Lithium-Titanium Exchange with Inversion— the Homoaldol Reaction with 1,3-Chirality Transfer†‡
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α-手性 2-烯基氨基甲酸酯的 α-去质子化(保留)和锂钛交换(反转)——具有 1,3-手性转移的 Homoaldol 反应†‡

DOI:
10.1002/anie.198601601
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发表时间:
1986
期刊:
影响因子:
--
通讯作者:
T. Kramer
T. Kramer
中科院分区:
--
文献类型:
--
作者:
D. Hoppe;T. Kramer

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通过一个令人惊讶的发现,锂化合物1在−78℃时外消旋非常缓慢,化合物1与ClTi(Net 2)3进行反转反应,得到一种可以通过1,3-手性转移加成到羰基化合物上的物种,这可能是不对称高醛反应的一种方法。
One approach to asymmetric homoaldol reactions may be provided by the surprising finding that the lithium compound 1 racemizes only very slowly at− 78 C. Compound 1 reacts with ClTi (Net 2) 3 with inversion to give a species that can add to carbonyl compounds with 1, 3‐chirality transfer.