串联不对称迈克尔反应-分子内迈克尔加成。手性氟化 1,4-二氢吡啶的简单入口。
Tandem asymmetric Michael reaction-intramolecular Michael addition. An easy entry to chiral fluorinated 1,4-dihydropyridines.
机构信息
Departamento de Química Orgánica, Universidad de Valencia, E-46100 Burjassot, Spain.
出版信息
Org Lett. 2010 Aug 6;12(15):3484-7. doi: 10.1021/ol101318t.
PMID:20617822
Abstract
A novel one-pot tandem asymmetric Hantzsch-type process has been employed to generate fluorinated 1,4-dihydropyridines (1,4-DHPs) as single diastereoisomers. It involves the condensation of (R)-(+)-allyl p-tolyl sulfoxide, fluorinated nitriles, and alkyl propiolates, giving access to a new family of enantiomerically pure fluorine-containing 1,4-DHPs.
摘要
采用 novel one-pot tandem asymmetric Hantzsch-type process 合成了作为单一非对映异构体的氟化 1,4-二氢吡啶 (1,4-DHPs)。该过程涉及 (R)-(+)-烯丙基对甲苯亚砜、氟化腈和丙炔酸酯的缩合，为具有手性纯氟的 1,4-DHPs 提供了一个新的家族。
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