Cyclization of cembrane diterpenoids: IX. Electrophilic cyclization of 5α-acetoxyisocembrol

Cyclization of cembrane diterpenoids: IX. Electrophilic cyclization of 5α-acetoxyisocembrol Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2000, Volume: 36, Number: 8, Pages: 1127-1138 Pages count : 12

Authors

Shpatov A.V. ¹ , Shakirov M.M. ¹ , Raldugin V.A. ¹

Affiliations

1	(Scopus) Vorozhtsov Novosibirsk Inst. of O., Siberian Division, Russian Academy of Sciences, Novosibirsk, 630090, Russian Federation

Cyclization of diterpenoid alcohol 5α-acetoxyisocembrol catalyzed by formic acid occurs along two pathroutes resulting in compounds with carbon skeleton of 2,11:3,8-dicyclocembrane and eunicillane derivatives, 5α-acetoxy-2,11-cyclocembranoids, potential intermediates in the synthesis of eleutherobin analogs. All newly prepared eunicillanoids in solution exist as pairs of conformers slowly (in the NMR time scale) interconverting. The conformers are distinguished by the orientation of the triple-substituted Δ7 double bond.

Shpatov A.V. , Shakirov M.M. , Raldugin V.A.
Cyclization of cembrane diterpenoids: IX. Electrophilic cyclization of 5α-acetoxyisocembrol
Russian Journal of Organic Chemistry. 2000. V.36. N8. P.1127-1138. WOS Scopus РИНЦ

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