（-）-金雀花碱的全对映选择性合成。

Total enantioselective synthesis of (-)-cytisine.

作者信息

Danieli Bruno, Lesma Giordano, Passarella Daniele, Sacchetti Alessandro, Silvani Alessandra, Virdis Andrea

机构信息

Dipartimento di Chimica Organica e Industriale e Centro Interdisciplinare Studi biomolecolari e applicazioni Industriali (CISI), Università degli Studi di Milano, via G. Venezian 21, 20133 Milano, Italy.

出版信息

Org Lett. 2004 Feb 19;6(4):493-6. doi: 10.1021/ol0361507.

DOI:10.1021/ol0361507

PMID:14961606

Abstract

[reaction: see text] The first total enantiosynthesis of the biologically active alkaloid (-)-cytisine is reported, featuring a ruthenium-catalyzed RCM reaction as the key step. The approach relies on readily available cis-piperidine-3,5-dimethanol monoacetate as the chiral building block, and it is suited for achieving the target compound in both enantiomeric forms.

摘要

[反应：见正文] 报道了生物活性生物碱（-）-金雀花碱的首次全对映体合成，其关键步骤为钌催化的RCM反应。该方法以易于获得的顺式哌啶-3,5-二甲醇单乙酸酯作为手性砌块，适用于以两种对映体形式实现目标化合物。