PALLADIUM-CATALYZED HYDROSTANNATION OF ALKOXYALLENES - A NEW ACCESS TO FUNCTIONALIZED ALLYLSTANNANES

被引:41
作者
KOERBER, K
GORE, J
VATELE, JM
机构
[1] Laboratoire de Chimie Organique 1, associé au CNRS, Université Claude Bernard, 69622 Villeurbanne, 43 Bd du
关键词
D O I
10.1016/S0040-4039(00)92040-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of allenic ethers with HSnBu3 or HSnPh3, in the presence of Pd(PPh3)4, regioselectively gives allylstannanes in good yield. The stereoselectivity of the addition, which is a function of the substrate, is sensitive to reactions conditions.
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页码:1187 / 1190
页数:4
相关论文
共 22 条
[11]   PALLADIUM-CATALYZED ADDITION OF THE SILICON TIN BOND TO ALK-1-YNES AND 1,1-DIMETHYLALLENE [J].
MITCHELL, TN ;
KILLING, H ;
DICKE, R ;
WICKENKAMP, R .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (06) :354-355
[12]   PALLADIUM(0) CATALYZED HYDROSTANNYLATION OF ALKYNES - STEREOSPECIFIC SYN ADDITION OF TRIBUTYLTIN HYDRIDE [J].
MIYAKE, H ;
YAMAMURA, K .
CHEMISTRY LETTERS, 1989, (06) :981-984
[13]   HOMOGENEOUS SONOCHEMISTRY IN RADICAL CHAIN REACTIONS - SONOCHEMICAL HYDROSTANNATION AND TIN HYDRIDE REDUCTION [J].
NAKAMURA, E ;
MACHII, D ;
INUBUSHI, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) :6849-6850
[14]   ET3B-INDUCED RADICAL-ADDITION OF R3SNH TO ACETYLENES AND ITS APPLICATION TO CYCLIZATION REACTION [J].
NOZAKI, K ;
OSHIMA, K ;
UTIMOTO, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) :2547-2549
[15]   CLEAVAGE OF VINYL CARBON-SILICON BOND WITH TETRABUTYLAMMONIUM FLUORIDE [J].
ODA, H ;
SATO, M ;
MORIZAWA, Y ;
OSHIMA, K ;
NOZAKI, H .
TETRAHEDRON, 1985, 41 (16) :3257-3268
[16]  
Pereyre M., 1987, TIN ORGANIC SYNTHESI
[17]   TRISUBSTITUTED (STANNYLMETHYL)LITHIUM AS A METHYLENE DOUBLE ANION EQUIVALENT - REACTION WITH ESTERS [J].
SATO, T ;
MATSUOKA, H ;
IGARASHI, T ;
MINOMURA, M ;
MURAYAMA, E .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06) :1207-1212
[18]   SELECTIVE SYNTHESIS OF (Z)-ALK-2-ENENITRILES FROM ALDEHYDES [J].
SATO, Y ;
NIINOMI, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (01) :56-57
[19]   A CATIONIC CYCLOPENTANNELATION [J].
TIUS, MA ;
ASTRAB, DP .
TETRAHEDRON LETTERS, 1984, 25 (15) :1539-1542
[20]   GROUP-VIII METAL PHOSPHINE COMPLEXES-CATALYZED ADDITION OF DISILANES TO ALLENIC COMPOUNDS - FORMATION OF NEW ORGANO-SILICON COMPOUNDS CONTAINING BOTH VINYLSILANE AND ALLYLSILANE UNITS [J].
WATANABE, H ;
SAITO, M ;
SUTOU, N ;
KISHIMOTO, K ;
INOSE, J ;
NAGAI, Y .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 225 (01) :343-356