PALLADIUM(0)-CATALYZED STANNYLSTANNYLATION AND SILYLSTANNYLATION OF 1-ALKOXY-1-ALKYNES AND 1-PHENYLTHIO-1-ALKYNES

被引：0
|
作者：
CASSON, S [1 ]
KOCIENSKI, P [1 ]
REID, G [1 ]
SMITH, N [1 ]
STREET, JM [1 ]
WEBSTER, M [1 ]
机构：
[1] UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO17 1BJ,HANTS,ENGLAND
来源：
SYNTHESIS-STUTTGART | 1994年
关键词：
STANNYLSTANNYLATION; SILYLSTANNYLATION; METALLOMETALLATION; 1-ALKOXY-1-ALKENES; 1-PHENYLTHIO-1-ALKYNES; PALLADIUM; COUPLING;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
1-Alkoxy-1-alkynes and 1-phenylthio-1-alkynes add Me(3)Si-SnMe(3) in the presence of catalytic amounts of Pd(0). Clean syn-addition is observed with the Me(3)Sn group being placed exclusively alpha to the heteroatom. The regio- and stereochemistry was confirmed by NMR spectroscopy and X-ray analysis. 1-Alkoxy-1-alkynes also add Me(3)Sn-SnMe(3) under similar conditions.
引用
收藏
页码：1301 / 1309
页数：9
相关论文
共 50 条
  • [21] MAO-catalyzed allylzirconation of 1-alkynes
    Yamanoi, S
    Imai, T
    Matsumoto, T
    Suzuki, K
    TETRAHEDRON LETTERS, 1997, 38 (17) : 3031 - 3034
  • [22] Rhodium-catalyzed carbothiolation reaction of 1-alkylthio-1-alkynes
    Arisawa, Mieko
    Igarashi, Yui
    Tagami, Yoko
    Yamaguchi, Masahiko
    Kabuto, Chizuko
    TETRAHEDRON LETTERS, 2011, 52 (08) : 920 - 922
  • [23] Cobalt-Catalyzed 1,1,3-Triborylation of Terminal Alkynes
    Yang, Xiaoxu
    Ge, Shaozhong
    ORGANOMETALLICS, 2022, 41 (14) : 1823 - 1828
  • [24] SIMPLE ROUTE FROM ALDEHYDES TO ALKYNES AND 1-CHLORO-1-ALKYNES
    VILLIERAS, J
    PERRIOT, P
    NORMANT, JF
    SYNTHESIS-STUTTGART, 1975, (07): : 458 - 461
  • [25] A FACILE SYNTHESIS OF PERFLUORO-1-PENTAFLUOROPHENYL-1-ALKYNES AND OMEGA-CHLOROPERFLUORO-1-PENTAFLUOROPHENYL-1-ALKYNES
    SHEN, YC
    QIU, WM
    SYNTHESIS-STUTTGART, 1987, (01): : 42 - 43
  • [26] SYNTHESIS OF 1-ARYLOXYPERFLUORO-1-ALKYNES
    SHEN, YC
    CEN, WB
    HUANG, YZ
    SYNTHESIS-STUTTGART, 1987, (07): : 626 - 628
  • [27] PALLADIUM-CATALYZED CARBONYLATION OF ALKYNES .3. CYCLOCARBONYLATION OF 1,6-DIYNES
    CHIUSOLI, GP
    COSTA, M
    GERBELLA, M
    SALERNO, G
    GAZZETTA CHIMICA ITALIANA, 1985, 115 (12): : 697 - 699
  • [28] The first palladium-catalyzed 1,4-addition of terminal alkynes to conjugated enones
    Chen, L
    Li, CJ
    CHEMICAL COMMUNICATIONS, 2004, (20) : 2362 - 2364
  • [29] PREPARATION OF 1,2-DIENES BY THE PALLADIUM-CATALYZED HYDROGENOLYSIS OF 3-METHOXYCARBONYLOXY-1-ALKYNES WITH AMMONIUM FORMATE
    TSUJI, J
    SUGIURA, T
    MINAMI, I
    SYNTHESIS-STUTTGART, 1987, (07): : 603 - 606
  • [30] PROPARGYLIC SILANES - CONVENIENT SYNTHESES OF 1-TRIMETHYLSILYL-2-ALKYNES, 1,3-BIS[TRIMETHYLSILYL]-1-ALKYNES, AND 3-TRIMETHYLSILYL-1-ALKYNES
    RAJAGOPALAN, S
    ZWEIFEL, G
    SYNTHESIS-STUTTGART, 1984, (02): : 111 - 112
12345