Stille couplings catalytic in tin: A "Sn-F" approach

被引:37
作者
Maleczka, RE [1 ]
Gallagher, WP [1 ]
机构
[1] Michigan State Univ, Dept Chem, E Lansing, MI 48824 USA
关键词
D O I
10.1021/ol016792z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A new tin recycling method for Stille couplings catalytic in tin is reported. PMHS made hypercoordinate by KF(aq) allows Me3SnH to be efficiently recycled during a Pd(0)-catalyzed hydrostannation/Stille cascade. Relative to previously disclosed protocols, reaction times are shorter and because this process is believed to proceed through a Me3SnF intermediate the hazards and problems associated with trimethyltins are also diminished.
引用
收藏
页码:4173 / 4176
页数:4
相关论文
共 43 条
[41]   A RING-OPENING REACTION OF OXETANES WITH LITHIUM ACETYLIDES PROMOTED BY BORON-TRIFLUORIDE ETHERATE [J].
YAMAGUCHI, M ;
NOBAYASHI, Y ;
HIRAO, I .
TETRAHEDRON, 1984, 40 (21) :4261-4266
[42]   A simple and scalable method to prepare 1-aza-5-chloro-5-stannabicyclo[3.3.3]undecane [J].
Yang, CH ;
Jensen, MS ;
Conlon, DA ;
Yasuda, N ;
Hughes, DL .
TETRAHEDRON LETTERS, 2000, 41 (45) :8677-8681
[43]   PALLADIUM-CATALYZED AND MOLYBDENUM-CATALYZED HYDROSTANNATION OF ALKYNES - A NOVEL ACCESS TO REGIODEFINED AND STEREODEFINED VINYLSTANNANES [J].
ZHANG, HX ;
GUIBE, F ;
BALAVOINE, G .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) :1857-1867