APPLICATION OF THE ORBITAL MIXING RULE TO HETEROATOM-DEPENDENT PI-FACIAL STEREOSELECTIVITY IN THE DIELS-ALDER REACTION OF 5-SUBSTITUTED 1,3-CYCLOPENTADIENES

被引:54
作者
ISHIDA, M [1 ]
BENIYA, Y [1 ]
INAGAKI, S [1 ]
KATO, S [1 ]
机构
[1] GIFU UNIV,FAC ENGN,DEPT CHEM,GIFU 50111,JAPAN
关键词
D O I
10.1021/ja00180a053
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:8980 / 8982
页数:3
相关论文
共 27 条
[1]   SYN-ANTI ORIENTATION IN DIELS-ELDER REACTIONS [J].
ANH, NT .
TETRAHEDRON, 1973, 29 (20) :3227-3232
[2]  
BRESLOW R, 1973, TETRAHEDRON LETT, P3223
[3]   MODELING OF STERIC CONTROL OF FACIAL STEREOSELECTIVITY - DIELS-ALDER CYCLOADDITIONS OF UNSYMMETRICALLY SUBSTITUTED CYCLOPENTADIENES [J].
BROWN, FK ;
HOUK, KN ;
BURNELL, DJ ;
VALENTA, Z .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (14) :3050-3059
[4]   SYN-ANTI-STEREOSELECTION IN THE DIELS-ALDER REACTIONS OF 1,2,3,4,5-PENTAMETHYLCYCLOPENTADIENE [J].
BURNELL, DJ ;
VALENTA, Z .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (18) :1247-1248
[5]  
CHAO TM, 1990, COMMUNICATION 0828
[6]   REVERSAL OF PI-FACIAL DIASTEREOSELECTION UPON ELECTRONEGATIVE SUBSTITUTION OF THE SUBSTRATE AND THE REAGENT [J].
CIEPLAK, AS ;
TAIT, BD ;
JOHNSON, CR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (22) :8447-8462
[7]   SELF-CONSISTENT MOLECULAR-ORBITAL METHODS .17. GEOMETRIES AND BINDING-ENERGIES OF 2ND-ROW MOLECULES - COMPARISON OF 3 BASIS SETS [J].
COLLINS, JB ;
SCHLEYER, PV ;
BINKLEY, JS ;
POPLE, JA .
JOURNAL OF CHEMICAL PHYSICS, 1976, 64 (12) :5142-5151
[8]   METHOXYMETHYLATION OF THALLOUS CYCLOPENTADIENIDE - SIMPLIFIED PREPARATION OF A KEY INTERMEDIATE FOR SYNTHESIS OF PROSTAGLANDINS [J].
COREY, EJ ;
KOELLIKER, U ;
NEUFFER, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (06) :1489-+
[9]   PHOTOELECTRON SPECTRA OF METHYL, SILYL AND GERMYL DERIVATIVES OF GROUP-VI ELEMENTS [J].
CRADOCK, S ;
WHITEFOR.RA .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS II, 1972, 68 (02) :281-&
[10]   THE REACTION BETWEEN BIS(TRIMETHYLSILYL)CYCLOPENTADIENE AND DICHLOROKETEN, AND THE DIELS-ALDER REACTIONS BETWEEN N-PHENYLMALEIMIDE AND 2 SILYLATED METHYLCYCLOPENTADIENES [J].
FLEMING, I ;
WILLIAMS, RV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (03) :684-688