Gérard Lhommet

Bio: Gérard Lhommet is an academic researcher from Centre national de la recherche scientifique. The author has contributed to research in topics: Enantioselective synthesis & Bicyclic molecule. The author has an hindex of 21, co-authored 141 publications receiving 1183 citations. Previous affiliations of Gérard Lhommet include Pierre-and-Marie-Curie University.

Enamino Ester Reduction: A Short Enantioselective Route to Pyrrolizidine and Indolizidine Alkaloids. Synthesis of (+)-Laburnine, (+)-Tashiromine, and (-)-Isoretronecanol.

Abstract: Various chiral pyrrolidine tetrasubstituted β-enamino esters were reduced catalytically or chemically with good to moderate diastereoselectivity owing to a chiral induction originated from (S)-α-methylbenzylamine. With endocyclic double bond compounds, the best result was obtained using PtO2 as hydrogenation catalyst and led to a major syn addition product (e.d. 90%). In the case of exocyclic double bond compounds, hydrogenation over Pd/C gave rise to the higher diastereoselectivity and mainly afforded the unexpected anti addition product (e.d. 84%). The scope of these reductions has been extended to the synthesis of three pyrrolizidine or indolizidine alkaloids: (+)-tashiromine, (+)-laburnine, and (−)-isoretronecanol. Syntheses of these natural products, starting from chiral β-enamino diesters, were achieved in a short and convenient manner, leading to enantiopure compounds in good overall yields.

Formal Total Synthesis of (+)-Gephyrotoxin

Abstract: An efficient formal total synthesis of (+)-gephyrotoxin is described. The key step of our strategy relies on the diastereoselective reduction of a chiral pyrrolidine β-enamino ester obtained by condensation of (S)-phenylglycinol on a protected 8-hydroxy-3,6-dioxooctanoate.

Hydroamination: direct addition of amines to alkenes and alkynes.

Abstract: 8.4.5. Nitromercuration Reactions 3878 9. Hydroamination of Alkenes and Alkynes under Microwave Irradiation 3878 * To whom correspondence should be addressed. Phone: +49 241 8

Domino Reactions in Organic Synthesis

Abstract: Introduction Cationic domino reactions Anionic domino reactions Radical domino reactions Pericyclic domino reactions Photochemically induced domino processes Transition metal catalysis Domino reactions initiated by oxidation or reduction Enzymes in domino reactions Multicomponent reactions Special techniques in domino reactions

Transition Metal‐Catalyzed Asymmetric Hydroamination of Alkenes (AHA)

Abstract: The hydroamination of unsaturated carbon-carbon linkages allows a facile and highly atom-economical access to industrially relevant nitrogen-containing basic and fine chemicals as well as naturally occurring alkaloid skeletons. Significant research efforts have led to the development of efficient catalyst systems for intra- and intermolecular hydroamination reactions. Of particular interest are hydroaminations promoted by chiral catalysts, in which a new chiral center is generated or chiral substrates are kinetically resolved. This review will give an overview on the current state of the art in this rapidly evolving field of catalysis.