Highly stereoselective titanium-mediated addition of organocerium reagents to β-keto amides:: an efficient synthesis of stereodefined β-hydroxy amides having a tertiary alcoholic fragment

被引：13

作者：

Bartoli, G

Bosco, M

Marcantoni, E

Massaccesi, M

Rinaldi, S

Sambri, L

机构：

[1] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

[2] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, MC, Italy

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 35期

关键词：

cerium reagents; diastereoselection; keto amides; hydroxy amides; tertiary alcohols;

D O I：

10.1016/S0040-4039(01)01188-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient and stereoselective protocol for the TiCl4-mediated addition of organocerium reagents to P-keto amides is now available. The method allows the introduction of a large variety of carbon frameworks, including primary, secondary and tertiary alkyl chains, as well as aromatic, alkynylic and benzylic moieties, in high yields and with high stereoselection. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6093 / 6096

页数：4

共 21 条

[1] First TiCl4-mediated diastereoselective reduction of α-nitro ketones to anti-β-nitro alcohols by BH3•SMe2 [J].