ChemInform Abstract: A Mild and Efficient CH<sub>2</sub>-Extrusion Reaction for the Enantiospecific Synthesis of Highly Configurationally Stable Troeger Bases

Pujari, Sandip; Besnard, Céline; Buergi, Thomas; Lacour, Jérôme

doi:10.1002/chin.201543111

Scientific article

French

ChemInform Abstract: A Mild and Efficient CH₂-Extrusion Reaction for the Enantiospecific Synthesis of Highly Configurationally Stable Troeger Bases

ContributorsPujari, Sandip; Besnard, Céline; Buergi, Thomas; Lacour, Jérôme

Published inChem Inform, vol. 46, no. 43

Publication date2015

Abstract

Oxidation of ethano-Troeger bases (I) and (III) with DDQ in wet nitromethane results in a highly enantiospecific methylene extrusion to afford ring contracted products (II) and (IV) which are significantly more configurationally stable than regular Troeger bases.

Keywords

Bridged compounds (heterocyclic compounds)
Ring contraction

Affiliation

Research group

Citation (ISO format)

PUJARI, Sandip et al. ChemInform Abstract: A Mild and Efficient CH<sub>2</sub>-Extrusion Reaction for the Enantiospecific Synthesis of Highly Configurationally Stable Troeger Bases. In: Chem Inform, 2015, vol. 46, n° 43. doi: 10.1002/chin.201543111

Identifiers

PID : unige:76521
DOI : 10.1002/chin.201543111

ISSN of the journal0931-7597

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Creation10/16/2015 2:35:00 PM

First validation10/16/2015 2:35:00 PM

Update time03/14/2023 11:45:46 PM

Status update03/14/2023 11:45:46 PM

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ChemInform Abstract: A Mild and Efficient CH2-Extrusion Reaction for the Enantiospecific Synthesis of Highly Configurationally Stable Troeger Bases

Oxidation of ethano-Troeger bases (I) and (III) with DDQ in wet nitromethane results in a highly enantiospecific methylene extrusion to afford ring contracted products (II) and (IV) which are significantly more configurationally stable than regular Troeger bases.

Technical informations

ChemInform Abstract: A Mild and Efficient CH₂-Extrusion Reaction for the Enantiospecific Synthesis of Highly Configurationally Stable Troeger Bases