ROLE OF STERIC, ELECTROSTATIC AND HYDROGEN-BONDING EFFECTS AS FACE SELECTIVITY CONTROLLING FACTORS IN NITRONE CYCLOADDITIONS

被引:12
作者
BURDISSO, M
GANDOLFI, R
PEVARELLO, P
机构
[1] UNIV PAVIA,DEPARTIMENTO CHIM ORGAN,V TARAMELLI 10,I-27100 PAVIA,ITALY
[2] UNIV MODENA,DEPARTIMENTO CHIM,I-41100 MODENA,ITALY
关键词
D O I
10.1016/S0040-4039(00)95332-2
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:1225 / 1228
页数:4
相关论文
共 11 条
[1]   CARBOCYCLES FROM MONOSACCHARIDES .3. CONCERNING THE DIASTEREOSELECTIVE FORMATION OF CYCLOPENTANE DERIVATIVES - TRANSFORMATIONS IN THE GALACTOSE SERIES [J].
BERNET, B ;
VASELLA, A .
HELVETICA CHIMICA ACTA, 1979, 62 (07) :2411-2431
[2]  
Berti G., 1973, TOP STEREOCHEM, V7, P93
[3]   SYN-ANTI-ISOMERISM IN CYCLOADDITION OF NITRILE OXIDES TO CIS-3,4-DICHLOROCYCLOBUTENE [J].
BIANCHI, G ;
DEMICHEL.C ;
GAMBA, A ;
GANDOLFI, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (01) :137-140
[4]   DIELS-ALDER CYCLOADDITIONS OF RIGID DIENOPHILES - A PROBE FOR ALLYLIC AXIAL SUBSTITUENT CONTROL OF THE PI-FACIAL SELECTIVITY IN THE DIELS-ALDER REACTION [J].
BOGER, DL ;
PATEL, M .
TETRAHEDRON LETTERS, 1986, 27 (06) :683-686
[5]   SYN-ANTI ISOMERISM IN THE 1,3-DIPOLAR CYCLO-ADDITION TO CIS-3,4-DISUBSTITUTED CYCLOBUTENES .1. ROLE OF OUT-OF-PLANE DISTORTIONS [J].
BURDISSO, M ;
GANDOLFI, R ;
PEVARELLO, P ;
POPPI, AL ;
RASTELLI, A .
TETRAHEDRON LETTERS, 1985, 26 (38) :4653-4656
[6]   SYN-SELECTIVITY IN REACTION OF 1,3-DIPOLES WITH CIS-CYCLOBUT-3-ENE-1,2-DIOL [J].
DEMICHELI, C ;
INVERNIZZI, AG ;
GANDOLFI, R ;
SCEVOLA, L .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (07) :246-247
[7]   STERIC MODELS FOR STEREOSELECTIVITY OF NITRILE OXIDE CYCLOADDITIONS TO CHIRAL ALKENES [J].
HOUK, KN ;
DUH, HY ;
WU, YD ;
MOSES, SR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (10) :2754-2755
[8]   THEORETICAL EVIDENCE FOR INTRAMOLECULAR HYDROGEN-BONDING IN 7-NORBORNENOL [J].
MOROKUMA, K ;
WIPFF, G .
CHEMICAL PHYSICS LETTERS, 1980, 74 (03) :400-403
[9]   THE REGIOSELECTIVE EFFECT OF THE ALLYLIC SILICON OR OXYGEN ATOM IN 1,3-DIPOLAR CYCLO-ADDITION OF NITRONES [J].
NIWAYAMA, S ;
DAN, S ;
INOUYE, Y ;
KAKISAWA, H .
CHEMISTRY LETTERS, 1985, (07) :957-960
[10]   STAGGERED MODELS FOR ASYMMETRIC INDUCTION - ATTACK TRAJECTORIES AND CONFORMATIONS OF ALLYLIC BONDS FROM ABINITIO TRANSITION STRUCTURES OF ADDITION-REACTIONS [J].
PADDONROW, MN ;
RONDAN, NG ;
HOUK, KN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) :7162-7166