STEREOCHEMISTRY OF ASYMMETRIC SILICON .13. GENERAL DEMONSTRATION OF STEREOCHEMISTRY CROSSOVER FOR REACTIONS INVOLVING CERTAIN LEAVING GROUPS AND ALKOXIDE REAGENTS

被引：16

作者：

SOMMER, LH

FUJIMOTO, H

机构：

[1] Department of Chemistry, University of California, Davis

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1969年 / 91卷 / 25期

关键词：

D O I：

10.1021/ja01053a025

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Stereochemistry crossover from retention to inversion of configuration (or vice versa) in individual reaction series involving alkoxide reagents is reported for the leaving groups OPh, SMe, and F. The reactant is R3Si*X (R3Si* is α-naphthylphenylmethylsilyl). Mechanistic implications of this work are discussed and further support for the Sni-Si and Sn2-Si mechanisms is adduced. © 1969, American Chemical Society. All rights reserved.

引用

页码：7040 / &

共 14 条

[1] STEREOCHEMISTRY OF FORMATION AND THERMAL REARRANGEMENT OF BETA-KETOSILANES
BROOK, AG
MACRAE, DM
LIMBURG, WW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (21) : 5493 - &
[2] NUCLEAR MAGNETIC RESONANCE STUDIES ON PENTACOORDINATE SILICON FLUORIDES
KLANBERG, F
MUETTERT.EL
[J]. INORGANIC CHEMISTRY, 1968, 7 (01) : 155 - &
[3] EFFECT OF STRUCTURE ON MERCAPTAN DISSOCIATION CONSTANTS
KREEVOY, MM
KATZ, EA
STARY, FE
EICHINGER, BE
SELLSTED.JH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (06) : 1641 - &
[4] MASON R, 1966, THESIS PENNSYLVANIA
[5] STEREOCHEMISTRY OF ASYMMETRIC SILICON .X. SOLVENT AND REAGENT EFFECTS ON STEREOCHEMISTRY CROSSOVER IN ALKOXY-ALKOXY EXCHANGE REACTIONS AT SILICON CENTERS
SOMMER, LH
FUJIMOTO, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (04) : 982 - &
[6] STEREOCHEMISTRY OF ASYMMETRIC SILICON .4. SN2-SI STEREOCHEMISTRY RULE FOR GOOD LEAVING GROUPS
SOMMER, LH
PARKER, GA
LLOYD, NC
FRYE, CL
MICHAEL, KW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (04) : 857 - &
[7] STEREOCHEMISTRY OF ASYMMETRIC SILICON .V. COUPLING REACTIONS WITH ORGANOMETALLIC REAGENTS AND DISPLACEMENTS OF CHLORIDE AND FLUORIDE LEAVING GROUPS
SOMMER, LH
KORTE, WD
RODEWALD, PG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (04) : 862 - &
[8] STEREOCHEMISTRY OF ASYMMETRIC SILICON .8. STEREOCHEMISTRY CROSSOVER AND LEAVING GROUP BASICITY IN ORGANOMETALLIC COUPLING REACTIONS
SOMMER, LH
KORTE, WD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (23) : 5802 - &
[9] STEREOCHEMISTRY OF ASYMMETRIC SILICON .I. RELATIVE + ABSOLUTE CONFIGURATIONS OF OPTICALLY ACTIVE ALPHA-NAPHTHYLPHENYLMETHYLSILANES
SOMMER, LH
MICHAEL, KW
FRYE, CL
PARKER, GA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (16) : 3271 - &
[10] STEREOCHEMISTRY OF ASYMMETRIC SILICON .12. REACTIONS OF SILICON-OXYGEN AND SILICON-NITROGEN COMPOUNDS WITH BORON HALIDES
SOMMER, LH
CITRON, JD
PARKER, GA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (17) : 4729 - &

← 1 2 →