EFFICIENT DIASTEREOSELECTIVE SYNTHESIS OF ALPHA,BETA-DIHYDROXYESTERS FROM METHYL PHENYLGLYOXYLATE AND ALDEHYDES MEDIATED BY TITANIUM TRICHLORIDE/PYRIDINE SYSTEM

被引：6

作者：

CLERICI, A ^{[1
]}

CLERICI, L ^{[1
]}

MALPEZZI, L ^{[1
]}

PORTA, O ^{[1
]}

机构：

[1] POLITECN MILAN,DIPARTIMENTO CHIM,I-20131 MILAN,ITALY

来源：

TETRAHEDRON | 1995年 / 51卷 / 48期

关键词：

D O I：

10.1016/0040-4020(95)00872-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reductive coupling of methyl phenylglyoxylate 2 with aliphatic and aromatic aldehydes 3, promoted by TiCl3/Py system in anhydrous THF, affords alpha,beta-dihydroxyesters 4 in good yields (60-94%) and high syn-diastereoselectivity (up to 85%). The type of ligand at the metal ion necessary to achieve a high level of diastereocontrol and the possible mechanism involved are discussed.

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页码：13385 / 13400

页数：16

相关论文

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