Proline-catalyzed one-step asymmetric synthesis of 5-hydroxy-(2E)-hexenal from acetaldehyde
Proline-catalyzed one-step asymmetric synthesis of 5-hydroxy-(2E)-hexenal from acetaldehyde
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DOI：
10.1021/jo015881m
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发表时间：
2002-01-11
影响因子：
3.6
通讯作者：
Barbas, CF
中科院分区：
文献类型：
--
作者：
Córdova, A;Notz, W;Barbas, CF
本文首次报道了L-脯氨酸催化乙醛的直接不对称自羟醛缩合反应，得到（+）-（5S）-羟基-（2 E）-己烯醛2，ee值为57 ~ 90%。进一步的转换2到合成有价值的积木。2的形成机制提出了建议。
For the first time, the L-proline-catalyzed direct asymmetric self-aldolization of acetaldehyde is described affording (+)-(5S)-hydroxy-(2E)-hexenal 2 with ee's ranging from 57 to 90%. Further transformations of 2 into synthetically valuable building blocks are presented. A mechanism for the formation of 2 is proposed.