- TOTAL SYNTHESIS AND PROPERTIES OF PROSTAGLANDINS. VII.* ISOMERIZATION OF(+/-)-11-DEOXYPROSTAGLANDIN-E1
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Under equilibrium conditions (+/-)-11-deoxyprotaglandin-E1 exists in the form of a mixture of the 8,12-cis and 8,12-trans-isomers with a preponderance of the thermodynamically more favorable trans isomer.The 8-epimers can be converted into each other and are separated preparatively by crystallization or by chromatogratic methods.During exhaustive silylation of the isomers the same 1,9,15-tris-O-silyl derivative with an enolic C=C double bond at positions 8,9 is formed.
- Freimanis, Ya. F.,Korits, V. R.,Sokolov, G. P.,Shatts, V. D.,Sakhartova, O. V.,et al.
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p. 1940 - 1946
(2007/10/02)
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- CONDENSATION OF ALLYL SULFOXIDES WITH CYCLOPENTENONES IN THE SYNTHESIS OF PROSTAGLANDINS. STEREOSPECIFIC TOTAL SYNTHESIS OF 11-DEOXYPROSTAGLANDIN-E1
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The reactions of the vinyl sulfoxide group in the products from the addition of the carbanions of allyl sulfoxides to cyclopentenones were investigated.The α-alkylated vinyl sulfoxide is converted
- Vasil'eva, L. L.,Mel'nikova, V. I.,Pivnitskii, K. K.
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p. 628 - 640
(2007/10/02)
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- 15-Substituted prostanoic acids
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9-Oxo-15-Substituted prostanoic acids, and intermediates for their preparation are disclosed. The final products have bronchodilatory activity.
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- Novel 11-hydroxy-9-keto-5,6-cis-13,14-cis-prostadienoic acid derivatives
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This disclosure describes certain 11-hydroxy and 11-deoxy-9-keto(or hydroxy)-prostanoic acid derivatives useful as bronchodilators, hypotensive agents, anti-ulcer agents, or as intermediates.
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- Lithium 3-triphenylmethoxy-1-trans-alkenyl-dialkyl alanates
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This disclosure describes 3-triphenylmethoxy-1-alkynes, 3-triphenylmethoxy-1-trans-alkenyl-dialkyl-alanes, and lithium 3-triphenylmethoxy-1-trans-alkenyl-dialkyl alanates useful as intermediates for the preparation of certain 11-hydroxy- and 11-deoxy-9-keto(or hydroxy)-prostanoic acid derivatives which possess bronchodilator, hypotensive, and anti-ulcer activity.
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- 2-Substituted-3,4-epoxycyclopentan-1-ones, and 2-substituted-3,4-epoxycyclopentan-1-ols
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This disclosure describes 2-substituted-3,4-epoxy-cyclopentan-1-ones, 2-substituted-3,4-epoxycyclopentan-1-ols, and various 2-substituted-cyclopentenones useful as intermediates for the preparation of certain 11-hydroxy- and 11-deoxy-9-keto(or hydroxy)-prostanoic acid derivatives which possess bronchodilator, hypotensive, and anti-ulcer activity.
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