Fluorophobic acceleration of Diels-Alder reactions

被引:57
作者
Myers, KE [1 ]
Kumar, K [1 ]
机构
[1] Tufts Univ, Dept Chem, Medford, MA 02155 USA
关键词
D O I
10.1021/ja0019777
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:12025 / 12026
页数:2
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共 51 条
[11]   EXPERIMENTAL AND THEORETICAL-STUDY OF THE INFLUENCE OF THE SOLVENT ON ASYMMETRIC DIELS-ALDER REACTIONS [J].
CATIVIELA, C ;
GARCIA, JI ;
MAYORAL, JA ;
ROYO, AJ ;
SALVATELLA, L ;
ASSFELD, X ;
RUIZLOPEZ, MF .
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1992, 5 (05) :230-238
[12]   FLUORINATED ALCOHOLS AS SOLVENTS FOR DIELS-ALDER REACTIONS OF CHIRAL ACRYLATES [J].
CATIVIELA, C ;
GARCIA, JI ;
MAYORAL, JA ;
ROYO, AJ ;
SALVATELLA, L .
TETRAHEDRON-ASYMMETRY, 1993, 4 (07) :1613-1618
[13]   SOLVENT EFFECT AS THE RESULT OF FRONTIER MOLECULAR-ORBITAL INTERACTION .5. DIELS-ALDER WITH HETERODIENOPHILES - A UNIFIED APPROACH TO THE SOLVENT EFFECT OF THE DIELS-ALDER REACTIONS [J].
DESIMONI, G ;
FAITA, G ;
RIGHETTI, PP ;
TOMA, L .
TETRAHEDRON, 1990, 46 (23) :7951-7970
[14]   DIELS-ALDER REACTIONS IN WATER - ENFORCED HYDROPHOBIC INTERACTION AND HYDROGEN-BONDING [J].
ENGBERTS, JBFN .
PURE AND APPLIED CHEMISTRY, 1995, 67 (05) :823-828
[15]  
FROST AA, 1961, KINETICS MECHANISM, P45
[16]   Hydrophobic and hydrogen-bonding effects on the rate of Diels-Alder reactions in aqueous solution [J].
Furlani, TR ;
Gao, JL .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (16) :5492-5497
[17]   A SEMITHEORETICAL MULTIPARAMETER APPROACH TO CORRELATE SOLVENT EFFECTS ON REACTIONS AND EQUILIBRIA [J].
GAJEWSKI, JJ .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (20) :5500-5506
[18]   MICELLAR CATALYSIS IN THE AQUEOUS INTERMOLECULAR DIELS-ALDER REACTION - RATE ACCELERATION AND ENHANCED SELECTIVITY [J].
GRIECO, PA ;
GARNER, P ;
HE, Z .
TETRAHEDRON LETTERS, 1983, 24 (18) :1897-1900
[19]   DRAMATIC RATE ACCELERATIONS OF DIELS-ALDER REACTIONS IN 5-M LITHIUM PERCHLORATE DIETHYL-ETHER - THE CANTHARIDIN PROBLEM REEXAMINED [J].
GRIECO, PA ;
NUNES, JJ ;
GAUL, MD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4595-4596
[20]   AQUEOUS INTERMOLECULAR DIELS-ALDER CHEMISTRY - REACTIONS OF DIENE CARBOXYLATES WITH DIENOPHILES IN WATER AT AMBIENT-TEMPERATURE [J].
GRIECO, PA ;
YOSHIDA, K ;
GARNER, P .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (18) :3137-3139