ASYMMETRIC [2,3]WITTIG REARRANGEMENT OF 2'-ALKENYLOXYACETAMIDE BEARING TRANS-2,5-BIS(METHOXYMETHORXYMETHYL)PYRROLIDINE MOIETY AS A CHIRAL AUXILIARY

被引：57

作者：

UCHIKAWA, M ^{[1
]}

HANAMOTO, T ^{[1
]}

KATSUKI, T ^{[1
]}

YAMAGUCHI, M ^{[1
]}

机构：

[1] KYUSHU UNIV 33,FAC SCI,DEPT CHEM,HIGASHI KU,FUKUOKA 812,JAPAN

来源：

TETRAHEDRON LETTERS | 1986年 / 27卷 / 38期

关键词：

D O I：

10.1016/S0040-4039(00)85007-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：4577 / 4580

页数：4

共 13 条

[1] A HIGHLY EFFECTIVE ASYMMETRIC-SYNTHESIS OF ALPHA-HYDROXY ACIDS BY ALKYLATION OF CHIRAL N-(BENZYLOXYACETYL)-TRANS-2,5-BIS(METHOXYMETHOXYMETHYL)PYRROLIDINE [J].

ENOMOTO, M ;

ITO, Y ;

KATSUKI, T ;

YAMAGUCHI, M .

TETRAHEDRON LETTERS, 1985, 26 (10) :1343-1344

[2] HIGHLY ANTI-DIASTEREOSELECTIVE REDUCTION OF 2-ALKYL-3-OXO AMIDES BY POTASSIUM TRIETHYLBOROHYDRIDE [J].

ITO, Y ;

KATSUKI, T ;

YAMAGUCHI, M .

TETRAHEDRON LETTERS, 1985, 26 (38) :4643-4646

[3] ASYMMETRIC ACYLATION OF CARBOXAMIDES HAVING TRANS-2,5-BIS (METHOXYMETHOXYMETHYL)PYRROLIDINE MOIETY AS A CHIRAL AUXILIARY AND STEREOSELECTIVE REDUCTION OF THE RESULTING 2-ALKYL-3-OXO AMIDES [J].

ITO, Y ;

KATSUKI, T ;

YAMAGUCHI, M .

TETRAHEDRON LETTERS, 1984, 25 (52) :6015-6016

[4] ASYMMETRIC ALDOL REACTION OF AMIDE ENOLATES BEARING TRANS-2,5-DISUBSTITUTED PYRROLIDINES AS CHIRAL AUXILIARIES [J].

KATSUKI, T ;

YAMAGUCHI, M .

TETRAHEDRON LETTERS, 1985, 26 (47) :5807-5810

[5] ASYMMETRIC ALKYLATION OF CARBOXYAMIDES BY USING TRANS-2,5-DISUBSTITUTED PYRROLIDINES AS CHIRAL AUXILIARIES [J].

KAWANAMI, Y ;

ITO, Y ;

KITAGAWA, T ;

TANIGUCHI, Y ;

KATSUKI, T ;

YAMAGUCHI, M .

TETRAHEDRON LETTERS, 1984, 25 (08) :857-860

[6] [2,3]-WITTIG SIGMATROPIC REARRANGEMENT OF CROTYL PROPARGYL ETHER SYSTEM - AN EMERGING TOOL FOR CONTROL OF ACYCLIC STEREOCHEMISTRY [J].

MIKAMI, K ;

AZUMA, KI ;

NAKAI, T .

TETRAHEDRON, 1984, 40 (12) :2303-2308

[7]

MIKAMI K, 1983, TETRAHEDRON LETT, V24, P513

[8] ASYMMETRIC [2,3]WITTIG SIGMATROPIC REARRANGEMENTS INVOLVING CHIRAL AMIDE ENOLATES AS THE MIGRATING TERMINI [J].

MIKAMI, K ;

TAKAHASHI, O ;

KASUGA, T ;

NAKAI, T .

CHEMISTRY LETTERS, 1985, (11) :1729-1732

[9] ASYMMETRIC [2,3]WITTIG SIGMATROPIC REARRANGEMENT INVOLVING A CHIRAL AZAENOLATE AS THE MIGRATING TERMINUS - A SIMPLE SYNTHESIS OF (+)-VERRUCARINOLACTONE [J].

MIKAMI, K ;

FUJIMOTO, K ;

KASUGA, T ;

NAKAI, T .

TETRAHEDRON LETTERS, 1984, 25 (52) :6011-6014

[10] APPLICATIONS OF [2,3]SIGMATROPIC REARRANGEMENTS IN ORGANIC-SYNTHESIS .3. THE [2,3]WITTIG REARRANGEMENT OF 2-ALKENYLOXYACETIC ACIDS AND ITS APPLICATIONS TO THE STEREOCONTROLLED SYNTHESIS OF BETA,GAMMA-UNSATURATED ALDEHYDES AND CONJUGATED DIENOIC ACIDS [J].

NAKAI, T ;

MIKAMI, K ;

TAYA, S ;

KIMURA, Y ;

MIMURA, T .

TETRAHEDRON LETTERS, 1981, 22 (01) :69-72

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