REGIOSELECTIVITY OF THE REACTION OF ORGANOZINC COMPOUNDS WITH ALPHA-IMINOESTERS DERIVED FROM 2-AMINO OR 3-AMINO ALCOHOLS .2. SYNTHESIS OF 3-SUBSTITUTED HEXAHYDRO-1,4-OXAZEPIN-2-ONES AND TETRAHYDRO-1,4-OXAZIN-2-ONES

被引：5

作者：

COURTOIS, G ^{[1
]}

MIGINIAC, L ^{[1
]}

机构：

[1] UNIV POITIERS,CNRS,UA 574,SYNTHESE ORGAN LAB,40 AVE RECTEUR PINEAU,F-86022 POITIERS,FRANCE

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1993年 / 452卷 / 1-2期

关键词：

D O I：

10.1016/0022-328X(93)83164-Q

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The preparation of some alpha-iminoesters R'N=CHCOOCH3 with R' bearing an alcohol group has been studied; organozinc compounds prepared from allylic or propargylic bromides and from alpha-bromoesters or alpha-bromoamides react regiospecifically with these alpha-iminoesters to give polyfunctional alpha-aminoesters. Some of them are easily converted into tetrahydro-1,4-oxazin-2-ones and hexahydro-1,4-oxazepin-2-ones.

引用

页码：5 / 12

页数：8

共 14 条

[1]

BENSON O, 1991, J AM CHEM SOC, V113, P8879, DOI 10.1021/ja00023a040

[2] REGIOSELECTIVITY OF THE EFFECTS OF ORGANOZINC COMPOUNDS ON ALPHA-IMINOESTERS - SYNTHESIS OF C-SATURATED ALPHA-AMINOESTERS HAVING AN ALPHA-UNSATURATED OR ALPHA-FUNCTIONAL GROUP [J].

COURTOIS, G ;

MIGINIAC, L .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 376 (2-3) :235-243

[3]

COURTOIS G, IN PRESS J ORGANOMET

[4] UBER ALPHA-HALOGENATHER .28. SYNTHESEN VON CARBONSAUREDERIVATEN MITTELS CHLOR-METHOXYESSIGSAURE-METHYLESTER [J].

GROSS, H ;

FREIBERG, J .

CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (10) :3260-&

[5]

HASSNER A, 1983, SMALL RING HETEROC 1, P11

[6]

KATRITZKY AR, 1985, HDB HETEROCYCLIC CHE, P434

[7]

LAI JT, 1984, SYNTHESIS-STUTTGART, P122

[8]

MEYERS AI, 1974, HETEROCYCLES ORGANIC, P280

[9] TERT-BUTYLDIPHENYLSILYLAMINES - A USEFUL PROTECTING GROUP FOR PRIMARY AMINES [J].

OVERMAN, LE ;

OKAZAKI, ME ;

MISHRA, P .

TETRAHEDRON LETTERS, 1986, 27 (37) :4391-4394

[10]

PIERCE AE, 1968, SILYLATION ORGANIC C, P25

← 1 2 →