(±)-6a,11a-Dihydro-8-formyl-2,10-dimethoxy-6,6-dimethyl-6H-benzofuro[3,2c-][1]benzopyran(7b). Whitesolid,
mp 131–132°C; IR spectrum (KBr, ν, cm–1): 3030, 2970, 2830, 1240, 1034, 1680. PMR spectrum (200MHz, CDCl3, δ, ppm,
J/Hz): 0.90 (3H, s, CH3), 1.59 (3H, s, CH3), 3.55 (1H, d, JH6a-H11a = 7.92, H-6a), 3.82 (3H, s, OCH3), 3.97 (3H, s, OCH3), 5.70
(1H, d, JH11a-H6a = 7.92, H-11a), 6.86-6.87 (2H, m, H-3 and H-4), 7.17 (1H, d, JH1-H3 = 2.36, H-1), 7.40 (1H, s, H-9), 7.48 (1H,
s, H-7), 9.87 (1H, s, CHO) 13C NMR spectrum (100MHz, CDCl3, δ, ppm): 20.10 (CH3), 27.61 (CH3), 49.46 (C-6a), 75.71
(C-6), 113.40 (C-1), 117.74 (C-1a), 119.00 (C-3), 119.31 (C-4), 121.36 (C-7), 130.10 (C-7a), 146.88 (C-4a), 154.26 (C-10a),
+
154.34 (C-2). Mass spectrum (EI, 70eV), m/z (Irel, %): 340 [M ] (6), 339 (25), 324 (100), 323 (19).
(±)-6a,11a-Dihydro-8-formly-3,10-dimethoxy-6,6-dimethyl-6H-benzofuro[3,2c-][1]benzopyran(7c).Whitesolid,
mp 125–127°C. IR (KBr, ν, cm–1): 3039, 2974, 2836, 1240, 1034, 1683. PMR spectrum (200MHz, CDCl3, δ, ppm, J/Hz): 0.90
(3H, s, CH3), 1.55 (3H, s, CH3), 7.53 (1H, d, JH1-H2 = 8.50, H-1), 6.63 (1H, dd, JH2-H1 =8.50, JH2-H4= 2.40 H-2), 6.47 (1H, d,
J
H4-H2 = 2.40, H-4), 3.52 (1H, d, JH6a-H11a = 7.60, H-6a), 7.48 (1H, s, H-7), 7.40 (1H, s, H-9), 5.69 (1H, d, JH11a-H6a = 7.60,
H-11a), 3.80 (3H, s, OCH3), 3.96 (3H, s, OCH3), 9.86 (1H, s, CHO). 13C NMR spectrum (100MHz, CDCl3, δ, ppm): 20.28
(CH3) and 27.52 (CH3), 49.08 (C-6a), 55.32 (C-12), 56.12 (C-13), 76.12 (C-6), 80.94 (C-11a), 102.29 (C-4), 108.87 (C-2),
111.07 (C-1a), 121.33 (C-7), 131.17 (C-1), 130.09 (C-7a), 154.25 (C-4a), 154.53 (C-10a), 161.41 (C-3), 190.47 (CHO). Mass
+
spectrum (EI, 70eV), m/z (Irel, %): 340 [M ] (6), 339 (19), 324 (100), 175 (3) 323 (18).
ACKNOWLEDGMENT
The authors thank the Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq) for financial support.
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