A facile stereocontrolled synthesis of anti-alpha-(trifluoromethyl)-beta-amino alcohols.

A facile stereocontrolled synthesis of anti-alpha-(trifluoromethyl)-beta-amino alcohols.
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抗α-(三氟甲基)-β-氨基醇的简便立体控制合成。

DOI:
10.1021/ol000195f
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发表时间:
2000
期刊:
影响因子:
5.2
通讯作者:
Olah,GA
Olah,GA
中科院分区:
化学1区
文献类型:
--
作者:
Prakash,GK;Mandal,M;Schweizer,S;Petasis,NA;Olah,GA

文献摘要

被引文献

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本文描述了一种抗-α-(三氟甲基)-β-氨基醇的短时间立体控制制备方法,包括将cf3初始转移到肉桂醛和3,3,3-三氟乳酸醛、烯基(芳基)硼酸和胺的一步、三组分缩合。将这种方法应用于手性3,3,3-三氟乳酸醛,使我们能够在92%的ee中选择性地生成氨基醇对映体。
A short stereocontrolled preparation ofanti-α-(trifluoromethyl)-β-amino alcohols is described, involving an initial CF3transfer to cinnamaldehyde and a one-step, three-component condensation of 3,3,3-trifluorolactic aldehyde, an alkenyl (aryl) boronic acid, and an amine. Applying this methodology to chiral 3,3,3-trifluorolactic aldehyde allowed us to generate an amino alcohol enantioselectively in 92% ee.