Concomitant catalytic transformations of geminal ethynyl and hydroxy groups of steroids into acetyl and ester functions with retention of configuration by [Ru(µ-O2CH)(CO)2(PPh3)]2
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 3,p. 333-334
- https://doi.org/10.1039/c39940000333
Abstract
Steroids 1, 2, 3 containing both hydroxy and ethynyl groups at C(17) are selectively transformed by reaction with carboxylic acids, catalysed by [Ru(µ-O2CH)(CO)2(PPh3)]2 complex, into β-oxopropyl esters 4, 5, 6 with retention of configuration.Keywords
This publication has 10 references indexed in Scilit:
- Novel ruthenium-catalyzed synthesis of 1,3-dioxolan-4-ones from α-hydroxy acids and terminal alkynes via enol estersJournal of Organometallic Chemistry, 1993
- Ruthenium catalyzed reconstitutive condensation. Application to functionalized steroid side chains.Tetrahedron Letters, 1993
- Ruthenium-Catalysed Additions to Alkynes: Synthesis of Activated Esters and Their Use in Acylation ReactionsSynlett, 1991
- Synthesis of .beta.-oxopropyl esters by catalytic addition of carboxylic acids and N-protected amino acids to propargyl alcoholThe Journal of Organic Chemistry, 1988
- Organocuprate-mediated methods for the stereospecific introduction of steroid side chains at C-20The Journal of Organic Chemistry, 1983
- Stereoselective synthesis of steroid side-chainsChemical Society Reviews, 1983
- Überführung von 17α‐Ethinyl‐17β‐nitrooxy‐Steroiden in 17α‐Hydroxy‐20‐oxopregnan‐DerivateEuropean Journal of Inorganic Chemistry, 1978
- Various approaches to the construction of aliphatic side chains of steroids and related compoundsChemical Reviews, 1978
- Synthese vonracem-3-Methoxy-17β-hydroxy-1.3.5(10)-östratrien-17α-carbonsäure und 3-Methoxy-17α-hydroxy-1.3.5(10)-östratrien-17β-carbonsäureEuropean Journal of Organic Chemistry, 1971
- Steroids. CCCIX. Synthesis of new steroids with unnatural configurationCanadian Journal of Chemistry, 1968