ELECTROPHILIC ALPHA-FORMYLATION OF CARBONYL-COMPOUNDS USING NOR-EPHEDRINE-DERIVED 2-METHOXY OXAZOLIDINES - A NOVEL ASYMMETRIC FORMATION OF QUATERNARY STEREOCENTERS

被引：20

作者：

PALAZZI, C

POLI, G

SCOLASTICO, C

VILLA, R

机构：

[1] DIPARTIMENTO CHIM ORGAN & IND,VIA VENEZIAN 21,I-20133 MILAN,ITALY

[2] DEPHA TEAM SRL,I-20090 SEGRATE,ITALY

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 29期

关键词：

D O I：

10.1016/S0040-4039(00)97587-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The BF3·Et2O promoted addition of enamines and silylenolethers, to the nor-ephedrine-derived orthoamides 1 or 5 has been studied. A judicious choice of the type of nucleophile and electrophile leads to useful selectivities. When a quaternary α-carbonyl stereocenter is created, the direct removal of the chiral auxiliary is possible and renders the overall process an efficient asymmetric carbonyl α-formylation. © 1990.

引用

页码：4223 / 4226

页数：4

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