KINETICALLY CONTROLLED, STEREOSELECTIVE FORMATION OF VINYLIC SULFONES BY CONJUGATE ADDITION OF LITHIATED 3-ALKYLALLYLIC SULFONES TO CYCLIC ENONES

被引：25

作者：

BINNS, MR ^{[1
]}

HAYNES, RK ^{[1
]}

KATSIFIS, AG ^{[1
]}

SCHOBER, PA ^{[1
]}

VONWILLER, SC ^{[1
]}

机构：

[1] UNIV SYDNEY,DEPT ORGAN CHEM,SYDNEY,NSW 2006,AUSTRALIA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1989年 / 54卷 / 08期

关键词：

D O I：

10.1021/jo00269a040

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：1960 / 1968

页数：9

共 31 条

[1] CONJUGATE ADDITION OF THE ANION DERIVED FROM 3-(PHENYLSULFINYL)PROP-1-ENE TO CYCLOPENT-2-EN-1-ONE [J].

BINNS, MR ;

HAYNES, RK ;

HOUSTON, TL ;

JACKSON, WR .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1981, 34 (11) :2465-2467

[2] STEREOCHEMICAL AND MECHANISTIC ASPECTS OF THE APROTIC CONJUGATE ADDITION-REACTIONS OF THE CARBANIONS OF OCTENYL SULFIDES AND OCTENYL THIOCARBAMATES WITH 4-TERT-BUTOXYCYCLOPENT-2-ENONE IN THE PRESENCE OF HEXAMETHYLPHOSPHORIC TRIAMIDE [J].

BINNS, MR ;

HAYNES, RK .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1987, 40 (05) :937-965

[3] HMPA-MEDIATED CONJUGATE ADDITION OF ALKYLTHIOALLYL AND PHENYLTHIOALLYL ANIONS TO CYCLOPENTENONE [J].

BINNS, MR ;

HAYNES, RK ;

HOUSTON, TL ;

JACKSON, WR .

TETRAHEDRON LETTERS, 1980, 21 (06) :573-576

[4] HEXAMETHYLPHOSPHORAMIDE-MEDIATED CONJUGATE ADDITION OF (ALKYLTHIO)ALLYLLITHIUM (PHENYLTHIO)ALLYLLITHIUM AND (PHENYLSELENO)ALLYLLITHIUM REAGENTS TO 2-CYCLOPENTENONE [J].

BINNS, MR ;

HAYNES, RK .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (19) :3790-3795

[5] APROTIC CONJUGATE ADDITION OF ALLYLLITHIUM REAGENTS BEARING POLAR GROUPS TO CYCLIC ENONES .1. 3-ALKYLALLYL SYSTEMS [J].

BINNS, MR ;

HAYNES, RK ;

KATSIFIS, AG ;

SCHOBER, PA ;

VONWILLER, SC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (16) :5411-5423

[6] THE DIASTEREOSPECIFIC APROTIC CONJUGATE ADDITION-REACTIONS OF CARBANIONS DERIVED FROM ALLYLIC SULFOXIDES AND ALLYLIC PHOSPHINE OXIDES [J].

BINNS, MR ;

HAYNES, RK ;

KATSIFIS, AA ;

SCHOBER, PA ;

VONWILLER, SC .

TETRAHEDRON LETTERS, 1985, 26 (12) :1565-1568

[7] THE PREPARATION OF SOME OCTENYL SULFIDES FROM OCT-1-EN-3-OL AND OCT-2-EN-1-OL [J].

BINNS, MR ;

HAYNES, RK ;

LAMBERT, DE ;

SCHOBER, PA ;

TURNER, SG .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1987, 40 (02) :281-290

[8] THE DIASTEREOSPECIFIC APROTIC CONJUGATE ADDITION-REACTIONS OF ALLYLIC ANIONS - MECHANISTIC ASPECTS [J].

BINNS, MR ;

CHAI, OL ;

HAYNES, RK ;

KATSIFIS, AA ;

SCHOBER, PA ;

VONWILLER, SC .

TETRAHEDRON LETTERS, 1985, 26 (12) :1569-1572

[9]

BLOCK E, 1978, REACTIONS ORGANOSULF, P45

[10] X-RAY STRUCTURE DETERMINATION OF [ALPHA-(PHENYLSULFONYL)BENZYLLITHIUM-TETRAMETHYLETHYLENEDIAMINE]2 - CHIRALITY OF AN ALPHA-SULFONYL CARBANION [J].

BOCHE, G ;

MARSCH, M ;

HARMS, K ;

SHELDRICK, GM .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (07) :573-575

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