Samarium(II) iodide promoted reductive fragmentation of γ-halo carbonyl compounds: application to the enantiospecific synthesis of (–)-oudemansin A
- 1 January 1992
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 17,p. 1218-1220
- https://doi.org/10.1039/c39920001218
Abstract
The reductive regioselective bond-cleavage reaction of γ-halo carbonyl compounds with samarium(II) iodide is developed and its utilisation in the enantiospecific synthesis of (–)-oudemansin A is described.Keywords
This publication has 19 references indexed in Scilit:
- Application of lanthanide reagents in organic synthesisChemical Reviews, 1992
- An enantioselective synthesis of (-)-neonepetalactone.CHEMICAL & PHARMACEUTICAL BULLETIN, 1991
- Novel carbon–carbon bond formation by means of a rhodium acetate-catalysed reaction of γ,δ-unsaturated diazoketone and its application to the synthesis of 4-epi-isovalerenenolJournal of the Chemical Society, Perkin Transactions 1, 1991
- Samarium-catalyzed intramolecular Tishchenko reduction of .beta.-hydroxy ketones. A stereoselective approach to the synthesis of differentiated anti 1,3-diol monoestersJournal of the American Chemical Society, 1990
- An Enantioselective Synthesis of the Key Intermediate for the Preparation of 1b-Methylcarbapenem AntibioticsHETEROCYCLES, 1990
- Samarium diiodide - A versatile reagent in organic synthesis.Journal of Synthetic Organic Chemistry, Japan, 1989
- Efficient chiral synthesis of Melillo's lactone, a key intermediate for the synthesis of thienamycinJournal of the Chemical Society, Chemical Communications, 1989
- Ring Scission of Cyclic β-Halogeno-ethers with Samarium Di-iodide: A Synthesis of (E)- and (Z)-EnynolsTetrahedron Letters, 1988
- A Facile Synthesis of (+)-Tecomanine Using a Chiral Cyclopentane DerivativeHETEROCYCLES, 1987
- Samarium di-iodide: a useful electron donor in organic synthesisJournal of the Chemical Society, Chemical Communications, 1982