ELECTRONIC CONTROL OF STEREOSELECTIVITY .24. INTERRELATIONSHIP OF PI-BOND TILTING AND THE STEREOCHEMICAL DISPOSITION OF SUBSTITUENTS AT C-2 AND C-7 WITHIN NORBORNYL-FUSED 4-CYCLOHEPTENONES

被引:27
作者
PAQUETTE, LA [1 ]
HSU, LY [1 ]
GALLUCCI, JC [1 ]
KORP, JD [1 ]
BERNAL, I [1 ]
KRAVETZ, TM [1 ]
HATHAWAY, SJ [1 ]
机构
[1] UNIV HOUSTON,DEPT CHEM,HOUSTON,TX 77004
关键词
D O I
10.1021/ja00331a063
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:5743 / 5744
页数:2
相关论文
共 16 条
[1]   PHOTOELECTRON-SPECTRA OF SYN-SESQUINORBORNENE AND ANTI-SESQUINORBORNENE - EVIDENCE FOR VERTICAL SIGMA-PI-DELOCALIZATION IN BICYCLO[2.2.1]HEPTENE [J].
BROWN, RS ;
BUSCHEK, JM ;
KOPECKY, KR ;
MILLER, AJ .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (21) :3692-3696
[2]   NON-PLANAR DOUBLE-BOND IN A CRYSTALLINE DERIVATIVE OF ANTI-SESQUINORBORNENE (ANTI-TETRACYCLO[6.2.113,6.02,7]DODEC-2(7)-ENE) [J].
ERMER, O ;
BODECKER, CD .
HELVETICA CHIMICA ACTA, 1983, 66 (03) :943-959
[3]  
GLEITER R, 1982, TETRAHEDRON LETT, P927
[4]   THE PI-ANISOTROPY OF THE DOUBLE-BOND OF A SYN-11-OXASESQUINORBORNENE DERIVATIVE-1) - STEREOSELECTIVITY OF THE DIELS-ALDER ADDITIONS OF (2-NORBORNENO)[C]FURAN2) - CRYSTAL-STRUCTURE OF 11-OXA-ENDO-TETRACYCLO[6.2.1.13,6.02,7]-DODEC-2(7)-ENE-9,10-EXO-DICARBOXYLIC ANHYDRIDE [J].
HAGENBUCH, JP ;
VOGEL, P ;
PINKERTON, AA ;
SCHWARZENBACH, D .
HELVETICA CHIMICA ACTA, 1981, 64 (06) :1818-1832
[5]   ELECTRONIC ORIGINS AND CONSEQUENCES OF PYRAMIDALIZATION OF ASYMMETRIC ALKENES IN GROUND AND TRIPLET EXCITED-STATES [J].
HOUK, KN ;
RONDAN, NG ;
BROWN, FK ;
JORGENSEN, WL ;
MADURA, JD ;
SPELLMEYER, DC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (19) :5980-5988
[6]   DYNAMIC PROPERTIES OF BICYCLIC COMPOUNDS RELATED TO SESQUINORBORNENE - A COMPUTATIONAL STUDY [J].
JOHNSON, CA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (20) :1135-1136
[7]  
JORGENSEN FS, 1983, TETRAHEDRON LETT, P5289
[8]  
MACKENZIE K, 1983, TETRAHEDRON LETT, P4747
[9]   ELECTRONIC CONTROL OF STEREOSELECTIVITY .16. ROLE OF PENDANT METHYL-GROUPS IN CONTROLLING THE RATE AND STEREOCHEMICAL OUTCOME OF DIELS-ALDER ADDITIONS TO TRICYCLO[5.2.1.02,6]DECADIENES AND TRICYCLO[5.2.1.02,6]TRIENES [J].
PAQUETTE, LA ;
HAYES, PC ;
CHARUMILIND, P ;
BOHM, MC ;
GLEITER, R ;
BLOUNT, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (10) :3148-3161
[10]   ELECTRONIC CONTROL OF STEREOSELECTIVITY .15. STEREOSELECTIVITY OF DIELS-ALDER CYCLO-ADDITIONS TO NORBORNYL-FUSED AND NORBORNENYL-FUSED SPIROCYCLIC CYCLOPENTADIENE SYSTEMS [J].
PAQUETTE, LA ;
CHARUMILIND, P ;
BOHM, MC ;
GLEITER, R ;
BASS, LS ;
CLARDY, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (10) :3136-3147