Summary
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1.
3a,4,7,7a-Tetrahydro-1,3a-dimethyl-3-vinylindene (1) has been caused to undergo the diene condensation with 2-cyclopenten-l-one (V), 2-methyl -2-eyclopenten-l-one (VI), 2-cyclohexen-1-one (VII), 2-methyl-2c yclohexen-1 -one (XIV), p-benzoquinone, and citracoruc anhydride.
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2.
In this way 30–40% yields have been obtained of the corresponding tetracyclic steroid ketones VIII, X, XII, XV, and XXL which have B-norcardnsterane and B-norcardochrysane skeletons.
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Literature cited
I. N. Nazarov and L. I. Shmonina, J. Gen. Chem. USSR, 20, 876 (1950).
L. N. Nazarov, Bull. Acad. Sci. USSR. Div. Chem. Sci., No. 4, 726 (1953).
I. N. Nazarov et al,. Bull. Acad. Sci, USSR, Div. Chem. Sci., No. 5, 901, 920. 929 (1953).
I. N. Nazarov et al., Bull. Acad. Sci, USSR, Div. Chem. Sci. No. 5, 889 (1953).
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Nazarov, I.N., Burmistrova, M.S. Synthesis of steroid compounds and related substances Communication XXIV. Condensation of 3a.4,7,7a-tetrahydro-1,3a -dimethyl-3-vinylindene with a ,β-unsaturated cyclic ketones. Russ Chem Bull 3, 45–50 (1954). https://doi.org/10.1007/BF01195424
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DOI: https://doi.org/10.1007/BF01195424