Synthesis of (-)-12-deacetoxyscalaradial

Natural Product Letters

Volumn 8, Issue 4, 1996, Pages 275-280

  Ungur, Nicon ^a   Gavagnin, Margherita ^a   Cimino, Guido ^a  

^a CNR   (Italy)

Author keywords

( ) 12 deacetoxyscalaradial; Marine sesterterpenoids; Synthesis

Indexed keywords

12 DEACETOXYSCALARADIAL; SCALARADIAL; SESTERTERPENE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 0029814623     PISSN: 10575634     EISSN: None     Source Type: Journal    
DOI: 10.1080/10575639608044907     Document Type: Article

References (24)

1. On leave from Institute of Chemistry, Moldova Academy of Sciences, MD-2028 Chisinau, Republic of Moldova.
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13. 3).
14. 3, δ): 39.90 (C-1, t), 18.61 (C-2, t), 42.10 (C-3, t), 33.27 (C-4, s), 57.37 (C-5, d), 18.06 (C-6, t), 41.26 (C-7, t), 35.30 (C-8, s), 60.98 (C-9, d), 37.38 (C-10, s), 17.15 (C-11, t), 40.36 (C-12, t), 37.53 (C-13, s), 51.00 (C-14, d), 21.65 (C-15, t), 60.29 (C-16, d), 56.89 (C-17, s), 61.93 (C-18, d), 172.51 (C-19, s), 22.39 (C-20, q), 33.27 (C-21, q), 21.34 (C-22, q), 16.42 (C-23, q), 15.00 (C-24, q), 16.91 (C-25, q), 50.52 (OMe, q).
15. 2O, 5), 273 (32), 258 (40), 245 (29), 191 (100), 177(51), 163 (74).
16. M.P. Mischne, M. Gonzalez Sierra, E.A. Ruveda (1984) Journal of Organic Chemistry, 49, 2035-2037.
17. -1.
18. 1/2=8 Hz, H-16), 4.85 (s, 1H, H-20), 5.04 (s, 1H, H-20).
19. 3, δ): 39.87 (C-1, t), 18.64 (C-2, t), 42.13 (C-3, t), 33.27 (C-4, s), 56.17 (C-5, d), 18.14 (C-6, t), 41.60 (C-7, t), 37.51 (C-8, s), 57.45 (C-9, d), 37.51 (C-10, s), 17.49 (C-11, t), 40.28 (C-12, t), 37.51 (C-13, s), 52.06 (C-14, d), 29.61 (C-15, t), 72.94 (C-16, d), 145.13 (C-17, s), 61.27 (C-18, d), 171.97 (C-19, s), 111.33 (C-20, t), 33.27 (C-21, q), 21.32 (C-22, q), 16.21 (C-23, q), 14.02 (C-24, q), 17.27 (C-25, q), 50.92 (OMe, q).
20. 2O, 8), 260 (21), 259 (21), 191 (100), 177 (43), 163 (57), 137 (88).
21. D.S. De Miranda, G. Brendolan, P.M. Imamura, M. Gonzalez Sierra, A.J. Marsaioli, E.A. Ruveda (1981) Journal of Organic Chemistry, 46, 4851-4858.
22. V. Ragoussis, M. Liapis, N. Ragoussis (1990) Journal of the Chemical Society, Perkin Transactions 1, 2545-2551.
23. 3, δ): 39.90 (C-1, t), 18.39 (C-2, t), 42.14 (C-3, t), 33.30 (C-4, s), 54.20 (C-5, d), 18.13 (C-6, t), 41.72 (C-7, t), 37.51 (C-8, s), 56.49 (C-9, d), 37.94 (C-10, s), 18.13 (C-11, t), 40.09 (C-12, t), 34.34 (C-13, s), 54.75 (C-14, d), 21.35 (C-15, t), 120.98 (C-16, d), 129.53 (C-17, s), 61.35 (C-18, d), 175.44 (C-19, s), 69.87 (C-20, t), 33.30 (C-21, q), 22.43 (C-22, q), 17.14 (C-23, q), 16.42 (C-24, q), 14.81 (C-25, q).
24. 3, δ): 39.87 (C-1, t), 18.69 (C-2, t), 42.11 (C-3, t), 33.29 (C-4, s), 51.72 (C-5, d), 18.15 (C-6, t), 41.75 (C-7, t), 35.54 (C-8, s), 54.98 (C-9, d), 37.10 (C-10, s), 17.65 (C-11, t), 41.08 (C-12, t), 37.59 (C-13, s), 56.44 (C-14, d), 21.38 (C-15, t), 127.56 (C-16, d), 136.66 (C-17, s), 60.81 (C-18, d), 54.98 (C-19, t), 56.44 (C-20, t), 29.69 (C-21, q), 22.51 (C-22, q), 16.78 (C-23, q), 16.13 (C-24, q), 15.32 (C-25, q).