76338-19-7Relevant academic research and scientific papers
Transformation of Santonin into (+)-Deoxyvernolepin and Related Dilactones
Watanabe, Masataka,Yoshikoshi, Akira
, p. 2833 - 2838 (1987)
Ozonolysis followed by acetylation of the (3S,3aS,5aR,9R,9aS,9bS)-5a-hydroxymethyl-2-methoxy-3,9-dimethyl-2,3-decahydronaphthofuran (7) derived from (-)-α-santonin gave an unexpected product, (3S,3aS,6R,7S,7aS)-7--2-methoxy-3-methyloctahydrobenzofuran-6-spiro-3'-furan-5'-one (13), which served as the key intermediate for the synthesis of (+)-deoxyvernolepin (2) and related unsaturated lactones (4)-(6).Some unsaturated lactones obtained were submitted to a preliminary test for antitumour activity.
SYNTHESIS OF (+)-DEOXYVERNOLEPIN
Watanabe, Masataka,Yoshikoshi, Akira
, p. 1315 - 1318 (2007/10/02)
2,3,3aα,4,5,5a,6,9,9aα,9bβ-decahydro-3α,9α-dimethyl-5aβ-methoxycarbonyl-2-oxonaphthofuran (2) accessible from α-santonin was transformed into (+)-deoxyvernolepin (1).The preparation of some α-methylenelactones related to 1 has also been described.
MODIFICATION OF α-SANTONIN VI. SYNTHESIS OF (+)-DEOXYVERNOLEPIN.
Fujimoto, Yasuo,Miura, Hidetoshi,Shimizu, Takeshi,Tatsuno, Takashi
, p. 3409 - 3412 (2007/10/02)
(+)-Deoxyvernolepin is synthetized from α-santonin via angular methyl activation and subsequent furan ring opening
