SYNTHESIS OF ALPHA-SUBSTITUTED CYCLOBUTANE BETA-KETO-ESTERS

被引：0

作者：

KORTMANN, I ^{[1
]}

WESTERMANN, B ^{[1
]}

机构：

[1] UNIV GESAMTHSCH PADERBORN,FACHBEREICH CHEM & CHEM TECH,D-33098 PADERBORN,GERMANY

来源：

SYNTHESIS-STUTTGART | 1995年 / 08期

关键词：

EPOXIDATION; 1-OXASPIRO[2.2]PENTANE; CYCLOBUTANE BETA-KETO ESTER; 1,2]-REARRANGEMENT; RETRO-DIECKMANN REACTION;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title compounds, alpha-substituted-beta-keto esters 4, were prepared from suitably substituted cyclopropylideneacetates 2 by epoxidation and Wagner-Meerwein rearrangement. The highly strained oxaspiro[2.2]pentane intermediate 3 was isolated.

引用

页码：931 / 933

页数：3

共 16 条

[11]

SALAUN J, 1984, ORG SYNTH, V63, P147

[12] ACCEPTORS FOR THE DOUBLE MICHAEL REACTION, AN IMPROVED SYNTHESIS OF ETHYL CYCLOPROPYLIDENE ACETATES AND THEIR REACTIVITY WITH CYCLOHEXADIENOLATES [J].

SPITZNER, D ;

SWOBODA, H .

TETRAHEDRON LETTERS, 1986, 27 (11) :1281-1284

[13] NEW SYNTHETIC REACTIONS - VERSATILE CYCLOBUTANONE (SPIROANNELATION) AND GAMMA-BUTYROLACTONE (LACTONE ANNELATION) SYNTHESIS [J].

TROST, BM ;

BOGDANOW.MJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (16) :5321-5334

[14]

TROST BM, SMALL RING COMPOUNDS, V1

[15] FACILE SYNTHESIS OF STABLE ANALOGS OF 2-OXOCYCLOBUTANECARBOXYLATES - 2-[(DIPHENYLMETHYLENE)AMINO]CYCLOBUTENECARBOXYLATES, DERIVATIVES, AND REACTIONS [J].

WESSJOHANN, L ;

GILLER, K ;

ZUCK, B ;

SKATTEBOL, L ;

DEMEIJERE, A .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (23) :6442-6450

[16] PLE-CATALYZED RESOLUTION OF ALPHA-SUBSTITUTED BETA-KETOESTERS APPLICATION TO THE SYNTHESIS OF (+)-NITRAMINE AND (-)-ISONITRAMINE [J].

WESTERMANN, B ;

SCHARMANN, HG ;

KORTMANN, I .

TETRAHEDRON-ASYMMETRY, 1993, 4 (10) :2119-2122

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