Study on asymmetric synthesis of steroids XV: The synthesis of optically active 3-oxa-A-nor-steroids

Acta Chimica Sinica ›› 1987, Vol. 45 ›› Issue (8): 818-820. Previous Articles Next Articles

Original Articles

甾族化合物不对称合成的研究XV: 光学活性3-氧杂-A-失碳甾族化合物的合成

周维善;戴伟民;钱晋华

中国科学院上海有机化学研究所

发布日期:1987-08-15

Study on asymmetric synthesis of steroids XV: The synthesis of optically active 3-oxa-A-nor-steroids

ZHOU WEISHAN;DAI WEIMIN;QIAN JINHUA

Published:1987-08-15

Abstract

Optically active 3-oxa-A-norsteroids I (R = R1 = H, RR1 = O) were prepared via conjugate addition of furan II to the a-methylene ketone formed in situ from sulfone III. Acid-catalyzed cyclization of the addition product gave furan ketone I [RR1 = S(CH2)3S]. Hydrolysis of I [RR1 = S(CH2)3S] with HgCl2-CaCO3 gave I (RR1 = O) while desulfurization with Raney-Ni gave I (R = R1 = H).

Key words: STEROIDS, OXYGEN HETEROCYCLICS, ESTRONE, MESOTOMY, SULFUR HETEROCYCLICS COMPOUNDS, CONTRACEPTIVES ORAL

CLC Number:

O629

Cite this article

ZHOU WEISHAN;DAI WEIMIN;QIAN JINHUA. Study on asymmetric synthesis of steroids XV: The synthesis of optically active 3-oxa-A-nor-steroids[J]. Acta Chimica Sinica, 1987, 45(8): 818-820.

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甾族化合物不对称合成的研究XV: 光学活性3-氧杂-A-失碳甾族化合物的合成

Study on asymmetric synthesis of steroids XV: The synthesis of optically active 3-oxa-A-nor-steroids

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