EPIMERIZATION AND STEREOSELECTIVITY IN THE DIELS-ALDER REACTION OF MONOSUBSTITUTED DIENOPHILES

被引:23
作者
GUNER, OF
OTTENBRITE, RM
SHILLADY, DD
ALSTON, PV
机构
[1] VIRGINIA COMMONWEALTH UNIV,DEPT CHEM,RICHMOND,VA 23284
[2] DUPONT CO,DEPT TEXT FIBERS,KINSTON,NC 28501
关键词
D O I
10.1021/jo00257a028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:5348 / 5351
页数:4
相关论文
共 24 条
[1]   A TRANSITION-STATE FMO APPROACH FOR PREDICTION OF THE REGIOSELECTIVITY OF THE DIELS-ALDER REACTION [J].
ALSTON, PV ;
OTTENBRITE, RM ;
GUNER, OF ;
SHILLADY, DD .
TETRAHEDRON, 1986, 42 (16) :4403-4408
[2]   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
[3]   SECONDARY ORBITAL INTERACTIONS DETERMINING REGIOSELECTIVITY IN DIELS-ALDER REACTION .4. EXPERIMENTAL AND THEORETICAL-EXAMINATION OF REACTION OF ACRYLONITRILE WITH 1-(PHENYLTHIO)-2-METHOXY-1,3-BUTADIENE - DETERMINATION OF CONFORMATIONS OF 4 CYCLOHEXENE ADDUCTS BY H-1 NMR-SPECTROSCOPY [J].
COHEN, T ;
RUFFNER, RJ ;
SHULL, DW ;
DANIEWSKI, WM ;
OTTENBRITE, RM ;
ALSTON, PV .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (21) :4052-4057
[4]  
FLEMING I, 1976, FRONTIER ORBITALS OR
[5]   STERIC EFFECTS VS SECONDARY ORBITAL OVERLAP IN DIELS-ALDER REACTIONS - MNDO AND AM1 STUDIES [J].
FOX, MA ;
CARDONA, R ;
KIWIET, NJ .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (08) :1469-1474
[6]   THEORY OF CYCLOADDITION REACTIONS [J].
HERNDON, WC .
CHEMICAL REVIEWS, 1972, 72 (02) :157-&
[7]   CATALYSIS OF DIENE POLYMERIZATION AND DIELS-ALDER REACTIONS BY AN OCTAHEDRAL TUNGSTEN NITROSYL LEWIS ACID - X-RAY CRYSTAL-STRUCTURE OF THE ETA-1-ACROLEIN COMPLEX (CIS-ME3P)(TRANS-NO)(CO)3W-O=C(H)C(H)=CH2 [J].
HONEYCHUCK, RV ;
BONNESEN, PV ;
FARAHI, J ;
HERSH, WH .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (23) :5293-5296
[8]   ALUMINUM CHLORIDE CATALYZED DIENE CONDENSATION .3. REACTION OF TRANS-PIPERYLENE WITH METHYL ACRYLATE [J].
INUKAI, T ;
KOJIMA, T .
JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (04) :869-&
[9]   ROLE OF ATTRACTIVE INTERACTIONS IN ENDO-EXO STEREOSELECTIVITIES OF DIELS-ALDER REACTIONS [J].
KOBUKE, Y ;
SUGIMOTO, T ;
FURUKAWA, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (10) :3633-&
[10]  
KOKAGAWA K, 1979, REV ROUM CHIM, V24, P613