DIENOPHILICITY OF CAPTODATIVE OLEFINS .6. SYNTHESIS AND DIELS-ADLER CYCLO-ADDITION REACTIONS OF ALPHA-ALKYLTHIO ALKYL ACRYLATES WITH CYCLOPENTADIENE - INFLUENCE OF STERIC FACTORS ON REACTIVITY AND STEREOSELECTIVITY

被引:25
作者
BOUCHER, JL [1 ]
STELLA, L [1 ]
机构
[1] UNIV AIX MARSEILLE 3,CHIM ORGAN LAB B,AVE ESCADRILLE NORMANDIE NIEMEN,F-13397 MARSEILLE 13,FRANCE
关键词
D O I
10.1016/S0040-4020(01)85989-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
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页码:3595 / 3605
页数:11
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共 30 条
[1]   Examinations into the process of diene synthesis. [J].
Alder, K ;
Stein, G .
ANGEWANDTE CHEMIE, 1937, 50 :0510-0519
[2]   SECONDARY ORBITAL INTERACTIONS DETERMINING REGIOSELECTIVITY IN THE DIELS-ALDER REACTION .5. THIO-SUBSTITUTED 1,3-BUTADIENES [J].
ALSTON, PV ;
GORDON, MD ;
OTTENBRITE, RM ;
COHEN, T .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (25) :5051-5054
[3]   SECONDARY ORBITAL INTERACTIONS DETERMINING REGIOSELECTIVITY IN DIELS-ALDER REACTION [J].
ALSTON, PV ;
OTTENBRI.RM ;
SHILLADY, DD .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (23) :4075-4077
[4]   PI DONATING ABILITY OF HETEROATOMS [J].
BERNARDI, F ;
MANGINI, A ;
EPIOTIS, ND ;
LARSON, JR ;
SHAIK, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (23) :7465-7470
[5]   CORRELATION OF SOLVENT EFFECTS ON STEREOSELECTIVITIES OF DIELS-ALDER REACTIONS BY MEANS OF LINEAR FREE ENERGY RELATIONSHIPS - A NEW EMPIRICAL MEASURE OF SOLVENT POLARITY [J].
BERSON, JA ;
MUELLER, WA ;
HAMLET, Z .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (02) :297-&
[6]   STERIC EFFECTS - A STUDY OF A RATIONALLY DESIGNED SYSTEM [J].
BOTT, G ;
FIELD, LD ;
STERNHELL, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (17) :5618-5626
[7]  
BOUCHER JL, 1986, B SOC CHIM FR, P276
[8]   CAPTODATIVE SUBSTITUENT EFFECTS .32. THE INFLUENCE OF CAPTODATIVE EFFECT ON THE DIENOPHILICITY OF OLEFINS - THE EASY DIELS-ALDER REACTION OF ALPHA-METHYLTHIOACRYLONITRILE WITH CYCLOHEXADIENE [J].
BOUCHER, JL ;
STELLA, L .
TETRAHEDRON LETTERS, 1985, 26 (41) :5041-5044
[9]  
CARRUPT PA, 1975, MATH PROGRAMMING, V9, P1
[10]   STERIC EFFECTS .5. BARRIERS TO INTERNAL-ROTATION [J].
CHARTON, M ;
CHARTON, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (22) :6472-6473