Preparation of alcohols from sulfones and trialkylboranes

被引：7
|
作者：
Billaud, C
Goddard, JP
Le Gall, T
Mioskowski, C
机构：
[1] CEA Saclay, Serv Marquage Mol & Chim Bioorgan, F-91191 Gif Sur Yvette, France
[2] Univ Strasbourg 1, Fac Pharm, CNRS, UMR 7514,Lab Synthese Bioorgan, F-67401 Illkirch Graffenstaden, France
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 24期
关键词：
sulfone; borane; boron compound; alcohol;
D O I：
10.1016/S0040-4039(03)01025-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of Sulfone anions with trialkylboranes followed by thermal isomerization of the obtained boron compounds in the presence of excess borane-methyl sulfide complex and by alkaline hydroperoxide oxidation yields primary alcohols. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：4451 / 4454
页数：4
相关论文
共 50 条
  • [21] CONVENIENT METHODS FOR THE PREPARATION OF VINYLIC AND ALLYLIC SULFONES FROM ALKENES, HALOALKANES, AND ALDEHYDES - STEREOCHEMISTRY OF THE CONVERSION OF VINYLIC SULFONES TO THE CORRESPONDING ALLYLIC SULFONES
    INOMATA, K
    SASAOKA, S
    KOBAYASHI, T
    TANAKA, Y
    IGARASHI, S
    OHTANI, T
    KINOSHITA, H
    KOTAKE, H
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (05) : 1767 - 1779
  • [22] THE PREPARATION OF PYRROLE-2-CARBOXYLATES FROM VINYL SULFONES
    ARNOLD, DP
    BURGESSDEAN, L
    HUBBARD, J
    RAHMAN, MA
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1994, 47 (05) : 969 - 974
  • [23] CONVENIENT METHODS FOR THE PREPARATION OF VINYLIC AND ALLYLIC SULFONES FROM ALKENES
    INOMATA, K
    KOBAYASHI, T
    SASAOKA, S
    KINOSHITA, H
    KOTAKE, H
    CHEMISTRY LETTERS, 1986, (03) : 289 - 292
  • [24] PREPARATION OF CYCLOPROPYL KETONES FROM BETA-KETO SULFONES
    THOMSEN, MW
    HANDWERKER, BM
    KATZ, SA
    FISHER, SA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 195 : 93 - ORGN
  • [25] PREPARATION OF CYCLOALKYL ALKYL SULFONES
    TRUCE, WE
    MILIONIS, JP
    JOURNAL OF ORGANIC CHEMISTRY, 1952, 17 (11): : 1529 - 1533
  • [26] PREPARATION AND PROPERTIES OF TETRAMETHYLENE SULFONES
    LEFFLER, MT
    KRUEGER, WD
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (01) : 370 - 371
  • [27] NBS-mediated synthesis of β-keto sulfones from benzyl alcohols and sodium arenesulfinates
    Muneeswara, Madithedu
    Sundaravelu, Nallappan
    Sekar, Govindasamy
    TETRAHEDRON, 2019, 75 (25) : 3479 - 3484
  • [28] Cobalt-Catalyzed Synthesis of Alkenes and Vinyl Sulfones Via Dehydrogenative Coupling of Alcohols and Sulfones
    Tian, Haitao
    Lu, Yanze
    Tang, Conghui
    CHEMSUSCHEM, 2025, 18 (01)
  • [29] Manganese(I)-Pincer Catalyzed ?-Alkylation of Sulfones by Alcohols
    Lu, Lijun
    Luo, Jie
    Milstein, David
    ACS CATALYSIS, 2023, 13 (09) : 5949 - 5954
  • [30] Sulfonylation of Propargyl Alcohols with Sulfinamides for the Synthesis of Allenyl Sulfones
    Zou, Fei-Fei
    Luo, Zhen
    Yang, Yu-Ting
    Zhuang, Xin
    Hong, Chuan-Ming
    Liu, Zheng-Qiang
    Li, Wan-Fang
    Li, Qing-Hua
    Liu, Tang-Lin
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (22): : 15061 - 15070
12345