Asymmetric Allylic Alkylation in Combination with Ring-Closing Metathesis for the Preparation of Chiral N-Heterocycles

被引：45

作者：

Teichert, Johannes F. ^{[1
]}

Zhang, Suyan ^{[1
]}

van Zijl, Anthoni W. ^{[1
]}

Slaa, Jan Willem ^{[1
]}

Minnaard, Adriaan J. ^{[1
]}

Feringa, Ben L. ^{[1
]}

机构：

[1] Univ Groningen, Inst Chem, NL-9747 AG Groningen, Netherlands

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 20期

关键词：

NITROGEN-CONTAINING HETEROCYCLES; CONJUGATE ADDITION; OLEFIN-METATHESIS; MANZAMINE-A; PYRROLIDINE; PIPERIDINE; ALKALOIDS; AZEPINE; LIGANDS;

D O I：

10.1021/ol101944j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric copper-catalyzed allylic substitution with methylmagnesium bromide is employed in combination with ring-closing olefin metathesis or ene-yne metathesis to achieve the synthesis of chiral, unsaturated nitrogen heterocycles. The resulting six- to eight-membered chiral heterocycles are accessible in high yields and with excellent enantioselectivities.

引用

页码：4658 / 4660

页数：3

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