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N. Satyamurthi et al.
PAPER
Table 2 1H and 13C NMR of Compounds 7a–k
Product
1H NMR (CDCl3/TMS); d, J (Hz)
13C NMR (CDCl3/TMS)
7a
0.86 (t, 3 H, J = 6.8, CH3), 1.18−1.30 (m, 4 H, CH2CH2CH3), 1.60− 1.72 (m, 1
H, CH2CHSO2Ph), 1.85−1.95 (m, 1 H, CH2CHSO2Ph), 3.19 (s, 3 H, NCH3),
3.84 (s, 3 H, OCH3), 4.60 (dd, 1 H, J = 8.3, 3.4, CHSO2Ph), 7.50−7.58 (m, 2
H, Ar-H), 7.60−7.66 (m, 1 H, Ar-H), 7.80−7.86 (m, 2 H, Ar-H)
13.63, 22.01, 27.68, 28.74, 31.99, 61.36,
65.04, 128.15, 130.11, 133.40, 136.79, 165.96
7b
2.46−2.55 (m, 1 H, CH2CHSO2Ph ), 2.63 (m, 1 H, CH2CHSO2Ph), 3.07 (s, 3
H, NCH3), 3.66 (s, 3 H, OCH3), 4.65 (dd, 1 H, J = 11.8, 3.4, CHSO2Ph),
4.95−5.05 (m, 2 H, CH=CH2), 5.50−5.60 (m, 1 H, CH=CH2), 7.45−7.52 (m,
2 H, J = 7.32, Ar-H), 7.57−7.62 (m, 1 H, Ar-H), 7.79−7.84 (m, 2 H, J = 7.3,
Ar-H)
31.82, 32.17, 61.68, 64.67, 118.87, 128.66,
129.83, 131.79, 134.08, 136.63, 165.31
7c
2.01 (dd, 1 H, J = 2.8, 1.4, C∫CH), 2.84−2.95 (m, 2 H, CH2CHSO2Ph), 3.16
(s, 3 H, NCH3), 3.77 (s, 3 H, OCH3), 4.84 (t, 1 H, J = 7.3, CHSO2Ph), 7.54−
7.62 (m, 2 H, 7.81, Ar-H), 7.66−7.72 (m, 1 H, Ar-H), 7.86 – 7.90 (m, 2 H,
Ar-H)
17.83, 32.31, 62.08, 63.55, 71.35, 78.29,
128.97, 129.76, 134.48, 136.38, 164.45
7d
2.96 (s, 3 H, NCH3), 3.16 (t, 1 H, J = 12.7, CH2Ph), 3.23 (s, 3 H, OCH3), 3.33
(dd, 1 H, J = 12.7, 2.9, CH2Ph), 4.85 (dd, 1 H, J = 12.7, 2.9, CHSO2Ph),
7.10−7.30 (m, 5 H, Ar-H), 7.54−7.64 (m, 2 H, Ar-H), 7.68−7.74 (m, 1 H,
Ar-H), 7.92−8.00 (m, 2 H, Ar-H)
32.04, 33.48, 61.35, 66.87, 127.15, 128.70,
128.76, 128.98, 129.92, 134.13, 136.01,
136.89, 165.13
7e
7f
1.43 (dd, 2 H, J = 5.9, 7.8, CHH’CHH’), 1.77 (dd, 2 H, J = 5.4, 7.8,
CHH’CHH’), 3.37 (s, 3 H, NCH3), 3.76 (s, 3 H, OCH3), 7.52−7.58 (m, 2 H,
Ar-H), 7.62−7.80 (m, 1 H, Ar-H), 7.84−7.90 (m, 2 H, Ar-H)
13.74, 32.49, 45.20, 60.75, 128.56, 128.95,
133.84, 138.80, 164.90
2.30−2.39 (m, 1 H, CH2CH2OPh), 2.48−2.56 (m, 1 H, CH2CH2OPh), 3.11
(s, 3 H, NCH3), 3.64 (s, 3 H, OCH3), 3.80−3.86 (m, 1 H, CH2OPh), 4.02−
4.07 (m, 1 H, CH2OPh), 5.03 (dd, 1 H, J = 11.2, 3.4, CHSO2Ph), 6.77−6.81
(m, 2 H, Ar-H), 6.89−6.95 (m, 1 H, Ar-H), 7.20−7.26 (m, 2 H, Ar-H), 7.52−
7.57 (m, 2 H, Ar-Η), 7.63−7.68 (m, 1 H, Ar-H), 7.87−7.91 (m, 2 H, Ar-H)
27.45, 32.28, 61.56, 62.44, 64.12, 114.26,
121.11, 128.74, 129.45, 129.73, 134.10,
136.89, 158.08, 165.32
7g
7ha
7i
2.11−2.18 (m, 1 H, CH2CHSO2Ph), 2.31−2.43 (m, 2 H, CH2CO), 2.59−2.63
(m, 1 H, CH2CHSO2Ph), 3.13 (s, 3 H, NCH3), 3.15 (s, 3 H, NCH3), 3.64 (s,
3 H, OCH3), 3.71 (s, 3 H, OCH3), 4.91 (dd, 1 H, J = 9.3, 4.9, CHSO2Ph),
7.53−7.57 (m, 2 H, Ar-H), 7.64−7.68 (m, 1 H, Ar-H), 7.89−7.91 (m, 2 H,
Ar-H)
22.62, 28.17, 32.13, 61.08, 61.57, 63.97,
128.64, 129.56, 133.91, 137.05, 165.60,
172.32
1.16 (s, 3 H, CH3), 1.17 (s, 3 H, CH3), 1.21 (s, 3 H, CH3), 1.26 (s, 3 H, CH3),
2.02−2.21 (m, 2 H, CH2CHSO2Ph), 3.05 (s, 3 H, NCH3), 3.42−3.48 (m, 1 H,
OCH), 3.66 (s, 3 H, OCH3), 3.82−4.10 (m, 2 H, OCH2), 4.72 (dd, 0.4 H, J =
9.2, 3.4, CHSO2Ph), 4.86 (dd, 0.6 H, J = 11.7, 2.9, CHSO2Ph), 7.45−7.52
(m, 2 H, Ar-H), 7.57−7.64 (m, 1 H, Ar-H), 7.77−7.84 (m, 2 H, Ar-H)
25.25, 26.34, 26.74, 31.28, 31.90, 32.07,
32.28, 60.09, 61.29, 61.92, 62.58, 68.54,
68.74, 71.99, 73.58, 109.13, 109.21, 128.51,
128.59, 129.26, 129.56, 133.90, 136.50,
136.79, 164.78, 165.93
1.31 (s, 3 H, CH3), 1.36 (s, 3 H, CH3), 1.39−1.60 (m, 2H, CHCH2CH2),
1.85−1.90 (m, 2 H, OCHCH2), 1.96−2.04 (m, 2 H, CH2CHSO2Ph), 3.18 (s,
3 H, NCH3), 3.42−3.47 (m, 1 H, OCH), 3.79 (s, 3 H, OCH3), 3.96−4.09 (m,
2 H, OCH2), 4.67 (dd, 1 H, J = 11.2, 3.4, CHSO2Ph), 7.53−7.57 (m, 2 H, Ar-
H), 7.65−7.69 (m, 1 H, Ar-H), 7.80−7.88 (m, 2 H, Ar-H)
23.05, 23.26, 25.63, 26.88, 27.73, 27.89,
32.27, 33.04, 33.28, 61.73, 65.07, 65.13,
69.18, 69.26, 75.25, 75.53, 109.85, 128.70,
129.90, 134.09, 136.77, 165.77
7ja
1.26 (s, 3 H, CH3), 1.27 (s, 3 H, CH3), 1.32 (s, 3 H, CH3), 1.34 (s, 3 H, CH3),
2.03−2.17 (m, 1 H, CH2CHSO2Ph), 2.41−2.49 (m, 1 H, CH2CHSO2Ph), 3.14
(s, 3 H, NCH3), 3.44−3.56 (m, 1 H, OCH), 3.75 (s, 3 H, OCH3), 3.78 (s, 3 H,
OCH3), 3.88−4.11 (m, 4 H, OCH2, 2 × OCH), 4.92 (dd, 0.35 H, J = 9.2, 3.4,
CHSO2Ph), 4.97 (dd, 0.65 H, J = 9.3, 2.9, CHSO2Ph), 7.52−7.59 (m, 2 H,
Ar-H), 7.64−7.67 (m, 1 H, Ar-H), 7.86−7.89 (m, 2 H, Ar-H)
25.10, 25.24, 26.70, 26.77, 26.94, 27.26,
29.70, 31.14, 31.91, 32.45, 32.74, 61.50,
62.18, 63.22, 67.42, 67.72, 76.29, 76.50,
76.83, 77.35, 78.50, 81.17, 81.52, 109.44,
109.56, 109.69, 128.62, 128.70, 129.81,
130.16, 134.06, 136.74, 136.99, 165.58,
166.68
7ka
1.33 (s, 3 H, CH3), 1.37 (s, 3 H, CH3), 1.38 (s, 3 H, CH3), 1.41 (s, 3 H, CH3),
2.10−2.40 (m, 1 H, CH2CHSO2Ph), 2.50−2.90 (m, 1 H, CH2CHSO2Ph), 2.96
(s, 3 H, NCH3), 3.05 (s, 3 H, NCH3), 3.54 (s, 3 H, OCH3), 3.60−3.65 (m, 1
H, OCH), 3.69 (s, 3 H, OCH3), 3.74−4.20 (m, 5 H, OCH2, 3 × OCH), 4.60
(s, 2 H, OCH2Ph), 4.94 (dd, 0.35 H, J = 8.8, 2.5, CHSO2Ph), 5.28 (dd, 0.65
H, J = 8.8, 2.5, CHSO2Ph), 7.26−7.40 (m, 5 H, Ar-H), 7.50−7.70 (m, 3 H,
Ar-H), 7.80−7.86 (m, 2 H, Ar-H)
25.21, 26.50, 26.85, 29.37, 29.70, 32.10,
32.76, 61.20, 61.62, 61.97, 67.86, 74.39,
75.31, 77.62, 81.75, 83.86, 109.60, 109.77,
109.85, 127.68, 128.15, 128.26, 128.62,
128.70, 128.73, 129.70, 133.87, 134.09,
137.55, 138.03, 138.20, 165.58, 165.69
a Mixture of diastereomers.
Synthesis 2000, No. 3, 375–382 ISSN 0039-7881 © Thieme Stuttgart · New York