ON ENANTIOSELECTIVE DEPROTONATION - SYNTHESIS AND CRYSTAL-STRUCTURE OF A CHIRAL AMIDOLITHIUM TETRAHYDROFURAN COMPLEX

被引:27
作者
EDWARDS, AJ
HOCKEY, S
MAIR, FS
RAITHBY, PR
SNAITH, R
SIMPKINS, NS
机构
[1] UNIV CAMBRIDGE, CHEM LAB, LENSFIELD RD, CAMBRIDGE CB2 1EW, ENGLAND
[2] UNIV NOTTINGHAM, DEPT CHEM, NOTTINGHAM NG7 2RD, ENGLAND
关键词
D O I
10.1021/jo00077a002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enantioselective base (RR')-bis(1-phenylethyl)amidolithium (1) was crystallized from THF/hexane and characterized by X-ray crystallography as a bis-THF-solvated cyclic dimer which adopts a conformation that maximizes methyllithium contacts, inconsistent with previous rationalizations of its enantioselectivity in enolizations of cyclic ketones.
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页码:6942 / 6943
页数:2
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