Asymmetric 9-(1'-naphthyl)fluorenes: Enantioselective synthesis, determination of absolute configuration and retention of axial chirality in the fluorenyl carbanions

被引：10

作者：

Baker, RW

Hambley, TW

Turner, P

机构：

[1] School of Chemistry, University of Sydney

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 24期

关键词：

D O I：

10.1039/C39950002509

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The rotamers of 1-methyl-9-[2'-(methoxymethyl)-1'-naphthyl]fluorene 10 and 11 were synthesised enantioselectively via ligand coupling reactions of 1-(alkyl or arylsulfinyl)naphthalene-2-carboxylate esters with 1-methylfluorenyllithium and the absolute configurations established by a single crystal X-ray study of the (1R)-menthyl ester 4; deprotonation of 10 and 11 affords fluorenyl carbanions, ent-12 and 12, respectively, which retain axial chirality.

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页码：2509 / 2510

页数：2

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