STEREOCHEMISTRY OF REACTIONS IN 1,2-DIMETHYLSILACYCLOPENTANE RING-SYSTEM .2. STEREOSELECTIVE TRANSFORMATION

被引：13

作者：

DUBAC, J ^{[1
]}

MAZEROLLES, P ^{[1
]}

JOLY, M ^{[1
]}

CARTLEDGE, FK ^{[1
]}

WOLCOTT, JM ^{[1
]}

机构：

[1] LOUISIANA STATE UNIV,DEPT CHEM,BATON ROUGE,LA 70803

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1978年 / 154卷 / 02期

关键词：

D O I：

10.1016/S0022-328X(00)83441-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A number of stereoselective reactions of 1-substituted-1,2-dimethylsilacyclopentanes are described. Reactions of the silyl chloride (II) with ZnF2 and with alcohols catalyzed by amines are stereoselective as a result of rapid isomerization of II. Alcoholysis of silicon hydride (I) catalyzed by transition metals is apparently an inversion reaction regardless of the nature of the catalyst, but can appear to be stereoselective because of isomerization of alkoxysilane product. Reduction of silyl fluoride (IV) by lithium aluminum hydride is nonstereoselective, a result which is proposed to arise through rapid isomerization of intermediates with expanded coordination. © 1978.

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页码：203 / 221

页数：19

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共 32 条

[11]

CORRIU R, 1976, COMMUNICATION

[12] SILICONIUM ION QUESTION [J].

CORRIU, RJP ;

HENNER, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 74 (01) :1-28

[13] SELECTIVE ALCOHOLYSIS OF ORGANOSILANES CATALYZED BY RHODIUM COMPLEX [J].

CORRIU, RJP ;

MOREAU, JJE .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 114 (02) :135-144

[14] STEREOCHEMISTRY OF HETEROCYCLIC-COMPOUNDS OF GROUP IV-B .2. STEREOSELECTIVE SYNTHESES OF 1-HYDROGENO-1-SILACYCLOBUTANE AND 1-ALKYL-1-SILACYCLOBUTANE [J].

DUBAC, J ;

MAZEROLL.P ;

SERRES, B .

TETRAHEDRON, 1974, 30 (06) :759-765

[15] STEREOCHEMISTRY OF HETEROCYCLIC-COMPOUNDS OF GROUP IV-B .1. STEREOSELECTIVE SYNTHESES OF 1-ALKOXY-1-SILACYCLOBUTANE AND 1-AMINO-1-SILACYCLOBUTANE [J].

DUBAC, J ;

MAZEROLL.P ;

SERRES, B .

TETRAHEDRON, 1974, 30 (06) :749-757

[16] STEREOCHEMISTRY OF SILACYCLOPENTANE SERIES - SYNTHESIS OF 1,2-DIMETHYL-1-ALKOXYSILACYCLOPENTANES WITH PREFERENTIAL STEREOISOMER [J].

DUBAC, J ;

MAZEROLLES, P ;

JOLY, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1977, 128 (02) :C21-C24

[17]

DUBAC J, 1976, CR ACAD SCI C CHIM, V282, P253

[18] STEREOCHEMICAL COURSE OF AN ASSOCIATIVE DISPLACEMENT AT TETRACOORDINATE SULFUR(IV) IN A SULFURANE OF KNOWN ABSOLUTE-CONFIGURATION - PROPOSED SYSTEM OF NOMENCLATURE FOR OPTICALLY-ACTIVE PENTACOORDINATE SPECIES [J].

MARTIN, JC ;

BALTHAZOR, TM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (01) :152-162

[19] STEREOCHEMISTRY OF REACTIONS OF SILACYCLOBUTANES [J].

MCKINNIE, BG ;

BHACCA, NS ;

CARTLEDGE, FK ;

FAYSSOUX, J .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (09) :1534-1539

[20] DISPLACEMENT REACTIONS ON SILICON - REACTION OF 2-PROPANOL WITH CHLOROTRIPHENYLSILANE IN CARBON TETRACHLORIDE [J].

PETERSEN, RC ;

ROSS, SD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (20) :3164-&

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