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CCH2); 57.4 (OCH2); 83.4 (COCH2Me); 105.3 (CCH2); 155.8 (CCH2). GC-MS (of the diastereoisomer
mixture): 196 (21, [M] ), 181 (6), 168 (8), 167 (53), 154 (7), 153 (11), 151 (5), 150 (17), 139 (17), 138 (99), 127
(11), 126 (5), 125 (6), 124 (15), 120 (15), 120 (12), 111 (10), 110 (56), 108 (8), 107 (10), 106 (11), 98 (10), 96
(10), 95 (5), 94 (16), 93 (10), 92 (12), 90 (12), 85 (7), 84 (7), 82 (11), 81 (5), 80 (10), 78 (12), 76 (11), 68 (14), 67
(11), 57 (35), 56 (13), 55 (39), 54 (16), 53 (15), 52 (6), 45 (7), 44 (5), 43 (76), 42 (19), 41 (100), 40 (17), 39 (34),
31 (5), 29 (82), 28 (18), 27 (35).
1-(Toluene-4-sulfonyl)-2,5-dihydropyrrole (3a). 1H-NMR: 2.40 (s, MePh); 4.10 (s, 2 NCH2); 5.63
(s, CHCH); 7.30 (d, 3J 8.6, 2 arom. H); 7.70 (d, 3J 8.6, 2 arom. H). 13C-NMR (50.329 MHz): 21.6 (Me);
54.9 (2 NCH2); 125.5 (CHCH); 127.5, 129.8 (arom. C); 134.3 (ipso-SO2 C); 143.5 (ipso-Me). GC-MS: 223 (28,
[M] ), 155 (28), 91 (72), 68 (100), 41 (19).
8,8-Dimethyl-7,9-dioxaspiro[4.5]dec-2-ene (3b). 1H-NMR: 1.40 (s, CMe2); 2.21 (s, 2 CCH2O); 3.64
(s, 2 CH2CH); 5.58 (s, CHCH). 13C-NMR: 23.9 (CMe2); 40.2 (2 CCH2CH); 40.8 (C(CH2CH)2); 69.3
(C(OCH2)2); 97.7 (CMe2); 128.7 (CHCH). GC-MS: 168 (<1, [M] ), 154 (7), 153 (48), 93 (37), 91 (11), 81
(6), 80 (36), 79 (38), 78 (6), 77 (19), 59 (14), 53 (6), 43 (33), 41 (6), 39 (10), 32 (23), 29 (6), 28 (100), 27 (5).
4-Ethoxy-4-phenylcyclopentene (3c). 1H-NMR: 1.15 (t, 3J 7.0, OCH2Me); 2.73 (d, 2J 15.5, 2 H,
C(CH2)2); 2.89 (d, 2J 15.5, 2 H, C(CH2)2); 3.20 (q, 3J 7.0, OCH2Me), 5.76 (s, 2 H, CHCH); 7.10 7.46
(m, 5 arom. H). 13C-NMR: 15.9 (OCH2Me); 40.1 (2 CH2CH); 59.2 (OCH2Me); 87.6 (COCH2Me); 125.4, 128.2,
128.4 (arom. C); 128.6 (CHCH); 145.8 (ipso C). GC-MS: 188 (100, [M] ), 187 (25), 160 (5), 159 (22), 145
(11), 144 (8), 143 (31), 142 (34), 141 (31), 130 (11), 128 (20), 127 (22), 126 (5), 116 (9), 115 (8), 114 (28), 105
(14), 104 (89), 90 (7), 77 (11), 76 (27), 55 (5), 54 (5), 53 (7), 52 (5), 51 (19), 50 (8), 43 (10), 41 (5), 39 (26), 31
(9), 29 (34), 28 (31), 27 (26).
4-Butyl-4-ethoxycyclopentene (3d). 1H-NMR: 0.88 (t, 3J 7.0, CH2CH2Me); 1.13 (t, 3J 7.0, OCH2Me);
1.20 1.36 (m, CH2CH2Me); 2.26 (d, 2J 15.6, 2 H, C(CH2)2); 2.46 (d, 2J 15.6, 2 H, C(CH2)2); 3.29 (q, 3J 7.0,
OCH2Me); 5.60 (s, CHCH). 13C-NMR: 14.2 (CH2CH2Me); 16.1 (OCH2Me); 23.3 (CH2CH2Me); 26.3
(CH2CH2Me); 38.6 (CCH2CH2); 43.2 (C(CH2)2); 57.5 (OCH2Me); 85.5 (COCH2Me); 128.7 (CHCH). GC-
MS: 168 (15, [M] ), 138 (13), 125 (10), 124 (6), 111 (17), 110 (85), 97 (9), 85 (6), 84 (15), 83 (14), 82 (39), 81
(5), 80 (6), 79 (7), 78 (9), 77 (5), 76 (7), 67 (8), 66 (9), 65 (6), 58 (7), 57 (84), 56 (17), 55 (57), 54 (24), 53 (20),
52 (7), 51 (8), 45 (5), 53 (42), 42 (13), 41 (86), 40 (12), 39 (49), 31 (8), 30 (6), 29 (100), 28 (27), 27 (53), 26 (5).
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Received August 29, 2001