PLANAR CHIRAL ARENE TRICARBONYLCHROMIUM COMPLEXES VIA ENANTIOSELECTIVE DEPROTONATION ELECTROPHILE ADDITION-REACTIONS

被引：59

作者：

KUNDIG, EP

QUATTROPANI, A

机构：

[1] Département de Chimie Organique, Université de Genève 30 quai Ernest Ansermet

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 21期

关键词：

D O I：

10.1016/S0040-4039(00)73219-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sequential reaction of prochiral (eta(6)-arene(Cr(CO)(3) complexes with chiral amide bases and electrophiles yielded planar chiral complexes. Benzaldehyde acetal and phenyl carbamate complexes gave O-substituted products with 64 to 81% enantiomeric excess. With the benzaldehyde acetal complex, competitive benzylic deprotonation occured. Enantiomeric purity of the substituted carbamate complexes could be increased to >90% ee by fractional crystallization. The racemate crystallized selectively, leaving the enantiomerically enriched complex in solution.

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页码：3497 / 3500

页数：4

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