DIASTEREOSELECTIVE AND ENANTIOSELECTIVE SYNTHESIS OF 1,2-DIOLS BY VANADIUM(II) PROMOTED PINACOL CROSS COUPLING

被引：30

作者：

ANNUNZIATA, R

CINQUINI, M

COZZI, F

GIARONI, P

BENAGLIA, M

机构：

[1] UNIV MILAN,CTR CNR,VIA GOLGI 19,I-20133 MILAN,ITALY

[2] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY

来源：

TETRAHEDRON | 1991年 / 47卷 / 30期

关键词：

D O I：

10.1016/S0040-4020(01)86526-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The V(II) promoted pinacol cross coupling of a chiral aromatic aldehyde with chiral aliphatic aldehydes occurs to afford syn diols in up to 91:9 diastereoisomeric ratio and up to 84% enantiomeric excess. The pinacol coupling of (S)-lactaldehyde and (R)-glyceraldehyde derivatives has also been studied and matching and mis-matching pairs have been identified. The stereochemistry of the products was established by correlation. The sense and degree of stereoselection is discussed.

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页码：5737 / 5758

页数：22

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