The synthesis of 5,6-cyclopropanocholestanes with oxygen functions in positions 3 and 7
1986 ◽
Vol 51
(2)
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pp. 429-435
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The Simmons-Smith methylenation of the double bond in 3β-acetoxycholest-5-en-7-ols takes place selectively under formation of an adduct the configuration of which is determined by the configuration of the 7-hydroxyl group: 7β-alcohol IV gave 5β,6β-cyclopropane derivative VI, 7α-alcohol V gave 5α,6α-cyclopropane derivative VIII. On photochemically initiated cyclization of 3β-acetoxy-B-homo-5-en-7a-one (XIII) we obtained the product with an α-cyclopropane ring exclusively, i.e. 3β-acetoxy-5,6α-cyclopropano-5α-cholestan-7-one (XII).
2020 ◽
Vol 23
(2)
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pp. 111-118
1974 ◽
Vol 29
(1-2)
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pp. 99-103
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2018 ◽
Vol 11
(3)
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pp. 259
Keyword(s):
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1995 ◽
Vol 69
(5)
◽
pp. 3220-3223
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