Synthesis of cyclopropylsilanols by the Simmons-Smith reaction of alkenylsilanols and lithium alkenylsilanolates

被引:45
作者
Hirabayashi, K [1 ]
Mori, A [1 ]
Hiyama, T [1 ]
机构
[1] TOKYO INST TECHNOL,RESOURCES UTILIZAT RES LAB,YOKOHAMA,KANAGAWA 226,JAPAN
关键词
D O I
10.1016/S0040-4039(96)02326-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkenylsilanols and the corresponding lithium silanolates prepared in situ by the reaction of cyclic siloxanes with alkenyllithiums are transformed to the corresponding cyclopropylsilanols under the Simmons-Smith reaction conditions. The obtained cyclopropylsilanols are further converted into the corresponding cyclopropanols by the Tamao oxidation. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:461 / 464
页数:4
相关论文
共 18 条
  • [1] AJIMA K, 1995, POLYM PREPR JPN, V44, P3011
  • [2] ENANTIOSELECTIVE SYNTHESIS OF EPOXIDES VIA SHARPLESS EPOXIDATION OF ALKENYLSILANOLS
    CHAN, TH
    CHEN, LM
    WANG, D
    LI, LH
    [J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1993, 71 (01): : 60 - 67
  • [3] A NEW STRATEGY FOR THE LEWIS ACID-CATALYZED CYCLOPROPANATION OF ALLYLIC ALCOHOLS
    CHARETTE, AB
    BROCHU, C
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (45) : 11367 - 11368
  • [4] CHEN, 1988, J CHEM SOC CHEM COMM, P1280
  • [5] SOLUTION-STATE AND SOLID-STATE STRUCTURAL STUDIES OF (HALOMETHYL)ZINC REAGENTS
    DENMARK, SE
    EDWARDS, JP
    WILSON, SR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (07) : 2592 - 2602
  • [6] SYNTHESIS OF CYCLOPROPANES BY REACTION OF OLEFINS WITH DIALKYLZINC AND METHYLENE IODIDE
    FURUKAWA, J
    KAWABATA, N
    NISHIMUR.J
    [J]. TETRAHEDRON, 1968, 24 (01) : 53 - &
  • [7] RELATIONSHIPS BETWEEN STRUCTURE, PERMEABILITY AND GLASS-TRANSITION TEMPERATURE OF OLIGODIMETHYLSILOXANYL SUBSTITUTED POLYMERS
    KAWAKAMI, Y
    SUGISAKA, T
    [J]. JOURNAL OF MEMBRANE SCIENCE, 1990, 50 (02) : 189 - 205
  • [8] NEW POLYDIENE SIDE-CHAIN LIQUID-CRYSTALLINE POLYMERS - SYNTHESIS AND MICROSTRUCTURE
    KAWAKAMI, Y
    TOIDA, K
    [J]. MACROMOLECULES, 1995, 28 (04) : 816 - 826
  • [9] A FACILE SYNTHESIS OF DISILOXANES WITH FUNCTIONAL-GROUPS
    MORI, A
    HISHIDA, T
    SOGA, Y
    KAWAKAMI, Y
    [J]. CHEMISTRY LETTERS, 1995, (02) : 107 - 108
  • [10] A facile preparation and polymerization of 1,1-difunctionalized disiloxanes
    Mori, A
    Sato, H
    Mizuno, K
    Hiyama, T
    Shintani, K
    Kawakami, Y
    [J]. CHEMISTRY LETTERS, 1996, (07) : 517 - 518