Stereoselective synthesis of 3,4,5,6-tetrasubstituted (1R,2R)-diaminocyclohexanes by zirconium-promoted reductive cyclisation

被引：0

作者：

Grilli, Stefano ^{[1
]}

Martelli, Gianluca ^{[2
]}

Savoia, Diego ^{[2
]}

Zazzetta, Carla ^{[2
]}

机构：

[1] Dipto. di Chim. Organ. 'A. Mangini', Università di Bologna, 40136 Bologna

[2] Dipto. di Chimica 'G. Ciamician', Università di Bologna, 40126 Bologna

来源：

Synthesis | 2003年 / 07期

关键词：

Alkenes; Amines; Asymmetric synthesis; Chiral auxiliaries; Cyclisations; Zirconium;

D O I：

10.1055/s-2003-39170

中图分类号：

学科分类号：

摘要：

The reactions of η2-(1-butene)zirconocene with (4R,5R)-di[(1S)-phenylethyl]amino-1,7-octadienes, carrying two vinyl or two phenyl substituents at C3 and C6, followed by protonation, gave a mixture of diastereomeric, fully substituted cyclohexanes. In the case of (4R,5R)-di[(1S)-phenylethyl]amino-(3R,6R)-diphenyl-1,7-octadiene, the main diastereomer of the product was isolated with 41% yield, then reductive removal of the N-substituents afforded (1R,2R)-diamino-(4R,SS)-dimethyl-(3R,6R)-diphenylcyclohexane with 91% yield.

引用

页码：1083 / 1086

页数：3

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