Cerium(III) chloride-mediated vinylation of acylsilanes: A convenient new entry to silylated allylic alcohols

被引：0
|
作者：
Bonini, BF [1 ]
Comes-Franchini, M [1 ]
Fochi, M [1 ]
Mazzanti, G [1 ]
Ricci, A [1 ]
Varchi, G [1 ]
机构：
[1] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
来源：
SYNLETT | 2000年 / 11期
关键词：
cerium chloride; acylsilanes; Vinylation; silylated allylic alcohols; diastereoselectivity;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of alkyl, cycloalkyl, aromatic, heteroaromatic and alpha,beta -unsaturated acylsilanes 1-7 and of homochiral acylsilanes 15 and 16 with the complex vinylmagnesium bromide/CeCl3 affords the silylated allylic alcohols in satisfactory to excellent yields.
引用
收藏
页码：1688 / 1690
页数：3
相关论文
共 10 条
  • [1] Cerium(III) chloride-mediated reactions of sulfonamide dianions
    Johnson, DC
    Widlanski, TS
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (13): : 5300 - 5309
  • [2] The reaction of cyclic allylic alcohols with aliphatic alcohols in the presence of cerium(III) chloride
    Uzarewicz, A
    Dresler, R
    POLISH JOURNAL OF CHEMISTRY, 1997, 71 (02) : 181 - 195
  • [3] Reaction of allylic alcohols with alipathic alcohols in the presence of cerium(III) chloride. Part II
    Uzarewicz, A
    Dresler, R
    Scianowski, J
    POLISH JOURNAL OF CHEMISTRY, 1998, 72 (04) : 710 - 718
  • [4] Reaction of Allylic Alcohols with Aliphatic Alcohols in the Presence of Cerium(III) Chloride. Part II
    Uzarewicz, A.
    Dresler, R.
    Scianowski, J.
    Polish Journal of Chemistry, 1998, 72 (04)
  • [5] Reaction of cyclic allylic acetates with aliphatic alcohols in the presence of cerium(III) chloride
    Uzarewicz, A
    Dresler, R
    POLISH JOURNAL OF CHEMISTRY, 1998, 72 (08) : 1921 - 1930
  • [6] Cerium(III) Chloride-Mediated Stereoselective Reduction of a 4-Substituted Cyclohexanone Using NaBH4
    Maity, Prantik
    Gujjar, Manjunath
    Vellingiri, Raghukumar
    Lakshminarasimhan, Thirumalai
    DelMonte, Albert J.
    Young, Ian S.
    Eastgate, Martin D.
    Vaidyanathan, Rajappa
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2019, 23 (12) : 2754 - 2757
  • [7] Cerium(III) chloride mediated addition of mono- and dilithium ferrocene to (+)-camphor and (-)-fenchone: synthesis and structure of new chiral ferrocenyl alcohols and diols
    Dimitrov, V.
    Genov, M.
    Simova, S.
    Linden, A.
    Journal of Organometallic Chemistry, 525 (1-2):
  • [8] Cerium(III) chloride mediated addition of mono- and dilithium ferrocene to (+)-camphor and (-)-fenchone: Synthesis and structure of new chiral ferrocenyl alcohols and diols
    Dimitrov, V
    Genov, M
    Simova, S
    Linden, A
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 525 (1-2) : 213 - 224
  • [9] Titanocene(III) chloride mediated radical-induced opening of monosubstituted epoxy acetates for the synthesis of primary allylic alcohols
    Chakraborty, P.
    Mandal, S. K.
    Roy, S. C.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2015, 54 (07): : 893 - 901
  • [10] Synthesis of alkyl allylic ethers and 1,3-dienes by the reaction of conjugated cyclohexenones with sodium borohydride cerium(III) chloride in aliphatic alcohols
    Uzarewicz, A
    Dresler, R
    POLISH JOURNAL OF CHEMISTRY, 1995, 69 (12) : 1655 - 1658
1