M

Marc David

Centre National de la Recherche Scientifique

ORCID: 0000-0002-7569-7610

Publishes on Asymmetric Synthesis and Catalysis, Chemical Synthesis and Reactions, Atmospheric chemistry and aerosols. 28 papers and 449 citations.

28Publications
449Total Citations

Is this you? Claim your profile.

Add your photo, update your bio, and get notified when your ranking changes.

Top publicationsby citations

α,α‘-Annulation of 2,6-Prenyl-Substituted Cyclohexanone Derivatives with Malonyl Chloride:  Application to a Short Synthesis of (±)-Clusianone. Formation and Rearrangement of a Biogenetic-Like Intermediate
Philippe Nuhant, Marc David, Thomas Pouplin et al.|Organic Letters|2006
Cited by 74

Conditions were found for the successful Effenberger alpha,alpha'-annulation of 3,3-dimethyl-2,4,6-triprenyl cyclohexanone silyl enol ethers with malonyl chloride to give the corresponding bicyclo[3.3.1]nonane-trione in 35% yield, this result allowing a short synthesis of (+/-)-clusianone. An isomeric rearranged bicyclo[3.3.1]nonane-trione was also isolated in 25% yield, and changing the Lewis acid resulted in formation of a lavandulyl-substituted phloroglucinol derivative in 38% yield. The mechanism of formation of these two last products mimics the biogenetic pathway to PPAPs. [reaction: see text].

Measurement of alkyl and multifunctional organic nitrates by proton-transfer-reaction mass spectrometry
Marius Duncianu, Marc David, Sakthivel Kartigueyane et al.|Atmospheric measurement techniques|2017
Cited by 36Open Access

Abstract. A commercial PTR-TOF-MS has been optimized in order to allow the measurement of individual organic nitrates in the atmosphere. This has been accomplished by shifting the distribution between different ionizing analytes, H3O+∕ H3O+(H2O)n or NO+∕ NO2+. The proposed approach has been proven to be appropriate for the online detection of individual alkyl nitrates and functionalized nitrates. It has been shown that hydroxyl and ketonitrates have a high affinity towards NO+, leading to the formation of an adduct that allows the easy identification of the organic nitrate (R) from the R–NO+ ion signal. The recorded sensitivities for both ionization modes correspond to detection limits of tens of ppt min−1 in the case of hydroxy- and ketonitrates. Alkyl nitrates exhibit a moderate affinity towards NO+ ionization leading to detection units of few hundreds of ppt and the highest sensitivity in H3O+ mode was obtained for the water adducts signals. However, this method exhibits much lower capabilities for the detection of peroxyacetyl nitrates with detection limits in the ppb range.

Self‐Promoted Nucleophilic Addition of Hexafluoro‐2‐propanol to Vinyl Ethers
Andrea Di Salvo, Marc David, Benoı̂t Crousse et al.|Advanced Synthesis & Catalysis|2006
Cited by 35

Abstract In spite of its low nucleophilicity, hexafluoro‐2‐propanol easily adds to vinyl ethers, without catalyst, to afford a range of hexafluoroisopropyloxy acetals. This addition reaction also occurred in the presence of a competitive, more nucleophilic alcohol. Kinetic studies showed the importance of hydrogen bond parameters in the rate and course of the reaction.