Subject Index
278
anionic cyclization mechanism 185
anionic species 186
anomeric
13 C 88f
–, KIE 90
anomeric bond 90f
anomeric carbon 91
anomers 88
–, D- and E- 88f, 92f
anti-elimination 84
anti-Felkin products 128
antiperiplanar 206ff, 255
(arenesulfonyl)benzaldimines, N- 204,
N N
205
aromatic amides 183
aromatic nitro compounds 237
aromatic ring 183, 204
aromatization 99
Arrhenius equation 226
Arrhenius parameters 226f
arylbutenone, E- 243
aryl diazoacetates 141
associative processes 91
atom coefficients 102, 146
azadiene 119f, 122f
–, acyclic 2- 119
aza-1,3-butadiene, 2- 122
azide ion 92f
azide nucleophilic substitution 93
azidirines 203ff
–, acyl, 2- 203, 209
–, cis- 206f
–, trans- 204, 207f
aziridination 203
aziridinium intermediate 36
aziridinium salt 36
aziridinization of N-benzoylimine 208
N N
azomethyne ylide 109ff
B
backside anchimeric assistance 272
backside attack 206
Baldwin rules 165, 265
barrier to rotation in iminium ions 181
base catalysis 63–68, 71, 155f, 213,
217, 219f
base-catalyst employed 116
base-catalyzed mechanism 68
base-catalyzed reaction 82, 116, 216,
221
base-induced elimination 242
base-promoted HF elimination 243
base-promoted E-elimination 237, 245
basicity 173
Baylis-Hillman product 215
Baylis-Hillman reaction 211, 214ff
benzaldehyde O-benzoyloximes 79
– E- and Z- 86
Z Z
benzamides 183
benzenesulfenyl chloride 8
(benzenesulfonyl)benzaldimine, N- 204,
N N
206
benzoic acid 133
benzonitriles 79, 86
benzopyrrolizidines 107, 110f
benzoyl chloride 63f, 66
benzoyl oximes, O- 83
benzoyl imine, N- 204, 208
N N
–, aziridinization 208
benzyl bromide 11
benzylic anionic 183
benzylic carbocation 196
benzylic lithiation 183
BF 3 complexes of acetaldehyde and
trifluoroacetaldehyde 14
BF 3 ·OEt 2 14f, 17, 19
bicyclic isoxazolines 149
bicyclo[4.2.0]octadienyl-fused cyclobutenone 160
bicyclo[3.2.1]octyl, 2- 61
bimolecular rate-determining step 117
Boltzmann constant 227
bond participations,V- 269
bond rotation 177
bonding interaction 104
bromide addition 191
bromonium ion 194, 196
– intermediate 191, 193, 195
bromostyrenes,E- 251
bromotelluronium salts 191
Brønsted catalysis 116
– law 116
Brønsted plot 113, 115, 117
brosylates, exo- and endo- 269, 271
Bürgi-Dunitz trajectory 22, 24, 127
BuLi, s- 184
BuLi, t- 184f
Bu 3 SnH, n- 262, 265
butadiene, 1,3- and 2-aza-1,3-butadiene
121
278
anionic cyclization mechanism 185
anionic species 186
anomeric
13 C 88f
–, KIE 90
anomeric bond 90f
anomeric carbon 91
anomers 88
–, D- and E- 88f, 92f
anti-elimination 84
anti-Felkin products 128
antiperiplanar 206ff, 255
(arenesulfonyl)benzaldimines, N- 204,
N N
205
aromatic amides 183
aromatic nitro compounds 237
aromatic ring 183, 204
aromatization 99
Arrhenius equation 226
Arrhenius parameters 226f
arylbutenone, E- 243
aryl diazoacetates 141
associative processes 91
atom coefficients 102, 146
azadiene 119f, 122f
–, acyclic 2- 119
aza-1,3-butadiene, 2- 122
azide ion 92f
azide nucleophilic substitution 93
azidirines 203ff
–, acyl, 2- 203, 209
–, cis- 206f
–, trans- 204, 207f
aziridination 203
aziridinium intermediate 36
aziridinium salt 36
aziridinization of N-benzoylimine 208
N N
azomethyne ylide 109ff
B
backside anchimeric assistance 272
backside attack 206
Baldwin rules 165, 265
barrier to rotation in iminium ions 181
base catalysis 63–68, 71, 155f, 213,
217, 219f
base-catalyst employed 116
base-catalyzed mechanism 68
base-catalyzed reaction 82, 116, 216,
221
base-induced elimination 242
base-promoted HF elimination 243
base-promoted E-elimination 237, 245
basicity 173
Baylis-Hillman product 215
Baylis-Hillman reaction 211, 214ff
benzaldehyde O-benzoyloximes 79
– E- and Z- 86
Z Z
benzamides 183
benzenesulfenyl chloride 8
(benzenesulfonyl)benzaldimine, N- 204,
N N
206
benzoic acid 133
benzonitriles 79, 86
benzopyrrolizidines 107, 110f
benzoyl chloride 63f, 66
benzoyl oximes, O- 83
benzoyl imine, N- 204, 208
N N
–, aziridinization 208
benzyl bromide 11
benzylic anionic 183
benzylic carbocation 196
benzylic lithiation 183
BF 3 complexes of acetaldehyde and
trifluoroacetaldehyde 14
BF 3 ·OEt 2 14f, 17, 19
bicyclic isoxazolines 149
bicyclo[4.2.0]octadienyl-fused cyclobutenone 160
bicyclo[3.2.1]octyl, 2- 61
bimolecular rate-determining step 117
Boltzmann constant 227
bond participations,V- 269
bond rotation 177
bonding interaction 104
bromide addition 191
bromonium ion 194, 196
– intermediate 191, 193, 195
bromostyrenes,E- 251
bromotelluronium salts 191
Brønsted catalysis 116
– law 116
Brønsted plot 113, 115, 117
brosylates, exo- and endo- 269, 271
Bürgi-Dunitz trajectory 22, 24, 127
BuLi, s- 184
BuLi, t- 184f
Bu 3 SnH, n- 262, 265
butadiene, 1,3- and 2-aza-1,3-butadiene
121