Direct total synthesis of traditional sterols by tricyclization of polyunsaturated cyclohexene oxides

EE Van Tamelen, JR Hwu

文献索引：Tamelen, Eugene E. van; Hwu, Jih Ru Journal of the American Chemical Society, 1983 , vol. 105, # 8 p. 2490 - 2491

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被引用次数: 32

摘要

0 XZOAC; Y= H b X, Y=(OCH212 c X= OH, Y= H d X, Y= 0 3-acetate (4a) or the 3-ethylene ketal of (f)-S@-hydroxy-pregnane-3, 20-dione (4b), proceeding by way of the overall process 3-4. The above transformations constitute the first examples of traditional sterol formation by nonenzymic polycyclization of epoxides and the first cases of direct genesis of typical bona fide nonaromatic sterols by any polycyclization routes3 Moreover, the best yield of isolated ...