Stannylcupration of acetylenes followed by reaction with epoxides:: A novel annulation strategy for the synthesis of cyclobutenes

被引:28
作者
Barbero, A [1 ]
Cuadrado, P [1 ]
García, C [1 ]
Rincón, JA [1 ]
Pulido, FJ [1 ]
机构
[1] Univ Valladolid, Fac Ciencias, Dept Quim Organ, E-47011 Valladolid, Spain
关键词
D O I
10.1021/jo980874s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:7531 / 7533
页数:3
相关论文
共 54 条
[1]   CHEMISTRY OF ELECTRON-RICH CONJUGATED POLYENES .4. SIMPLE AND GENERAL-SYNTHESIS OF 1-ALKOXY-3-TRIMETHYLSILYLOXYBUTA-1,3-DIENES [J].
ABEN, RW ;
SCHEEREN, HW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (12) :3132-3138
[2]   SYNTHESIS OF ALLYSTANNANES AND VINYLSTANNANES BY THE STANNYL-CUPRATION OF ALLENES [J].
BARBERO, A ;
CUADRADO, P ;
FLEMING, I ;
GONZALEZ, AM ;
PULIDO, FJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (03) :327-331
[3]   SYNTHESIS OF VINYLSILANES BY SILYL-CUPRATION OF ACETYLENES USING TERT-BUTYLDIPHENYLSILYL-CUPRATE REAGENTS [J].
BARBERO, A ;
CUADRADO, P ;
FLEMING, I ;
GONZALEZ, AM ;
PULIDO, FJ ;
SANCHEZ, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (12) :1525-1532
[4]   RING-FORMATION FROM ALLYLSTANNANES AND VINYLSTANNANES INITIATED BY TREATMENT WITH BUTYL-LITHIUM [J].
BARBERO, A ;
CUADRADO, P ;
GONZALEZ, AM ;
PULIDO, FJ ;
RUBIO, R ;
FLEMING, I .
TETRAHEDRON LETTERS, 1992, 33 (39) :5841-5842
[5]   THE SYNTHESIS OF ALLYLSTANNANES AND VINYLSTANNANES BY THE STANNYL-CUPRATION OF ALLENES [J].
BARBERO, A ;
CUADRADO, P ;
FLEMING, I ;
GONZALEZ, AM ;
PULIDO, FJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (15) :1030-1031
[6]   THE REACTION OF TERT-BUTYLDIPHENYLSILYCUPRATES WITH ALLENES [J].
BARBERO, A ;
CUADRADO, P ;
GONZALEZ, AM ;
PULIDO, FJ ;
FLEMING, I .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (11) :2811-2816
[7]   STANNYL-CUPRATION OF ACETYLENES AND THE REACTION OF THE INTERMEDIATE CUPRATES WITH ELECTROPHILES AS A SYNTHESIS OF SUBSTITUTED VINYLSTANNANES [J].
BARBERO, A ;
CUADRADO, P ;
FLEMING, I ;
GONZALEZ, AM ;
PULIDO, FJ ;
RUBIO, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (14) :1657-1662
[8]   THE STANNYL CUPRATION OF ACETYLENES AND THE REACTION OF THE INTERMEDIATE CUPRATES WITH ELECTROPHILES AS A SYNTHESIS OF SUBSTITUTED VINYLSTANNANES [J].
BARBERO, A ;
CUADRADO, P ;
FLEMING, I ;
GONZALEZ, AM ;
PULIDO, FJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (04) :351-353
[9]  
BARBERO A, 1990, J CHEM RES, V297, P291
[10]   REGIOCONTROLLED AND STEREOCONTROLLED STANNYLMETALLATION OF 3,3-DIETHOXY-PROP-1-YNE AND 4,4-DIETHOXY-BUT-1-YNE - AN EFFICIENT ACCESS TO THE CORRESPONDING VINYLTINS WITH FIXED CONFIGURATIONS [J].
BEAUDET, I ;
PARRAIN, JL ;
QUINTARD, JP .
TETRAHEDRON LETTERS, 1991, 32 (44) :6333-6336