Palladium-catalysed asymmetric [4+2] cycloaddition of vinylallene with 1,3-diene

被引:36
作者
Murakami, M [1 ]
Minamida, R [1 ]
Itami, K [1 ]
Sawamura, M [1 ]
Ito, Y [1 ]
机构
[1] Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6068501, Japan
关键词
D O I
10.1039/b007781j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A catalytic asymmetric [4 + 2] cycloaddition reaction of a vinylallene with buta-1,3-diene was developed in which a palladium complex modified by a ferrocene-derived chiral monophosphine ligand acted as a template transferring chirality to the product.
引用
收藏
页码:2293 / 2294
页数:2
相关论文
共 23 条
[1]  
Carruthers W, 1990, Cycloaddition Reactions in Organic Synthesis
[2]  
Curran D. P., 1994, ADV CYCLOADDITION, VI-III
[3]  
Darcel C, 1996, SYNLETT, P218
[4]   Structure and asymmetric Diels-Alder reactions of optically active allene-1,3-dicarboxylates [J].
Ikeda, I ;
Honda, K ;
Osawa, E ;
Shiro, M ;
Aso, M ;
Kanematsu, K .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (06) :2031-2037
[5]  
Koop U, 1996, LIEBIGS ANN, P1487
[6]   Transition metal-mediated cycloaddition reactions [J].
Lautens, M ;
Klute, W ;
Tam, W .
CHEMICAL REVIEWS, 1996, 96 (01) :49-92
[7]   A NOVEL ROUTE TO CROSS-CONJUGATED 4-OXO-5-ALKYLIDENE-2-CYCLOPENTENECARBOXYLATES BY PD(0)-CATALYZED VICINAL CARBONYLATION OF 4-EN-2-YNYL CARBONATES [J].
MANDAI, T ;
TSUJI, J ;
TSUJIGUCHI, Y ;
SAITO, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (13) :5865-5866
[8]   PALLADIUM-CATALYZED TANDEM CARBONYLATION AND INTRAMOLECULAR DIELS-ALDER REACTION OF 4-ALKEN-2-YNYL CARBONATES - A NEW SYNTHETIC METHOD FOR POLYCYCLIC COMPOUNDS [J].
MANDAI, T ;
SUZUKI, S ;
IKAWA, A ;
MURAKAMI, T ;
KAWADA, M ;
TSUJI, J .
TETRAHEDRON LETTERS, 1991, 32 (52) :7687-7688
[9]   Rhodium-catalyzed asymmetric [4+1] cycloaddition [J].
Murakami, M ;
Itami, K ;
Ito, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (12) :2950-2951
[10]  
Murakami M, 1999, SYNLETT, P951