- PROSTANOIDS XXXIII. INVESTIGATION OF THE POSSIBILITIES FOR CHEMOSELECTIVE AND STEREOSELECTIVE REDUCTION OF THE METHYL ESTERS OF (+/-)-1-HOMO-3,4-CIS-DIDEHYDRO-16-PHENOXY(m-CHLOROPHENOXY)-17,18,19,20-TETRANOR-9,15-DIKETO-13,14-TRANS-PROSTENOIC ACIDS
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Chemoselective and stereoselective reduction of the methyl esters of 1-homo-3,4-cis-didehydro-16-phenoxy(m-chlorophenoxy)-17,18,19,20-tetranor-9,15-diketo-13,14-trans-prostenoic acid by triisobutylaluminum and L-selectride (methylene chloride, -70 deg C) gave the corresponding esters of 11-deoxyprostaglandins of the E and F types.
- Tolstikov, G. A.,Miftakhov, M. S.,Sidorov, N. S.,Kuchin, A. V.,Spirikhin, L. V.,et al.
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p. 1281 - 1290
(2007/10/02)
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- PROSTANOIDS. XI. SYNTHESIS OF SOME o-INTERPHENYLENEOXA ANALOGS OF 11-DEOXYPROSTAGLANDIN E1
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By the condensation of 1-(2-oxoethyl)-2-methoxycarbonylmethoxybenzene and its p-F and p-Cl derivatives with 1-morpholinocyclopentene the corresponding 2-ethyl>-2-cyclopenten-1-ones were obtained.They were used for the synthesis of the butyl esters of (+/-)-11-deoxy-3-oxa-4,5-dinor-3,6-inter-(13E)-prostaglandins E1 and (+/-)-11-deoxy-3-oxa-4,5-dinor-3,6-inter(o-phenylene)-(13E)-prostaglandin E1 and also the methyl esters of 11-deoxy-3-oxa-4,5-dinor-3,6-inter-(4-chloro-o-phenylene)-(13E)-15-ketoprostenoic, 4,5,17,18,19,20-hexanor-11-deoxy-3,17-dioxa-3,6-inter-(4-chloro-o-phenylene)-16-(m-chlorophenoxy)-(13E)-15-ketoprostenoic, and 1-homo-17,18,19,20-tetranor-11-deoxy-16-(m-chlorophenoxy)-(3Z,13E)-15-ketoprostadienoic acids.
- Tolstikov, G. A.,Miftakhov, M. S.,Adler, M. E.,Sidorov, N. N.
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p. 2082 - 2090
(2007/10/02)
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