2442
S. Hosokawa et al. / Tetrahedron Letters 47 (2006) 2439–2442
23
Selected data; compound 1: ½aꢁD +100 (c 0.40, MeOH). 1H
NMR [in acetone-d6]: d 1.03 (3H, d, J = 6.0 Hz, Me-6),
2.38 (1H, d, J = 10.0 Hz, H-11), 4.71 (1H, m, H-23), 5.27
(1H, dd, J = 14.0 and 10.0 Hz, H-12), 5.73 (1H, dd,
Acknowledgments
We are grateful to the 21COE ‘Center for Practical
Nano-Chemistry’ the Consolidated Research Institute
for Advanced Science and Medical Care, a Grant-in-
Aid for Scientific Research (A), and Scientific Research
on Priority Areas 16073220 from Ministry of Education,
Culture, Sports, Science and Technology (MEXT) for
the financial supports of our program.
26
J = 15.0 and 6.0 Hz, H-15). Compound 11: ½aꢁD +20 (c
0.91, CHCl3). 1H NMR: d 1.13 (3H, d, J = 7.0 Hz, Me-6),
1.80 (3H, s, Me-2), 2.80 (1H, ddq, J = 7.0, 7.0, and 7.0 Hz,
H-6), 6.15 (1H, d, J = 16.0 Hz, H-8), 7.25 (1H, d,
26
J = 16.0 Hz, H-9). Compound 12: ½aꢁD +36 (c 1.10,
CHCl3). 1H NMR: d 1.03 (3H, d, J = 6.0 Hz, Me-6),
1.20 (3H, s, Me-2), 2.43 (1H, dddq, J = 12.0, 6.0, 6.0, and
1.0 Hz, H-6), 2.76 (1H, d, J = 12.0 Hz, H-8), 5.55 (1H, s,
24
H-9). Compound 17: ½aꢁD +122 (c 0.26, CHCl3). 1H
References and notes
NMR: d 1.05 (3H, d, J = 6.0 Hz, Me-6), 1.12 (3H, s, Me-
2), 2.91 (1H, ddq, J = 9.0, 9.0, and 6.0 Hz, H-7), 5.82 (1H,
s, H-9), 6.30 (1H, dd, J = 14.0 and 10.0 Hz, H-12).
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27
Compound 20: ½aꢁD +32 (c 0.87, CHCl3). 1H NMR: d
0.89 (3H, d, J = 7.0 Hz, Me-16), 3.55 (1H, dd, J = 9.6 and
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23
(1H, m, H-18). Compound 23: ½aꢁD +21 (c 0.60, CHCl3).
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23
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23
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10.0 Hz, H-12), 5.63 (1H, dd, J = 16.0 and 7.0 Hz, H-15).
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13. 1H NMR (600 MHz: d, ppm from TMS, and J in Hz)
spectra were in CDCl3 solution, unless otherwise stated.