One-Step Catalytic Asymmetric Synthesis of Configurationally Stable Tröger Bases

Sharma, Ankit; Guenee, Laure; Naubron, Jean-Valère; Lacour, Jérôme

doi:10.1002/anie.201100134

Scientific article

English

One-Step Catalytic Asymmetric Synthesis of Configurationally Stable Tröger Bases

ContributorsSharma, Ankit; Guenee, Laure; Naubron, Jean-Valère; Lacour, Jérôme

Published inAngewandte Chemie, vol. 50, no. 16, p. 3677-3680

Publication date2011

Abstract

Bridging the gap: Configurationally stable ethano-bridged Tröger bases have been prepared in a single step by the direct rhodium(II)-catalyzed reaction of methano-bridged Tröger bases and diazo esters (see scheme). The process is general, enantiospecific, diastereoselective (with introduction of a new quaternary carbon center), and regioselective.

Keywords

Carbenoids
Diazo compounds
Rearrangement
Rhodium
Tröger bases

Affiliation

Citation (ISO format)

SHARMA, Ankit et al. One-Step Catalytic Asymmetric Synthesis of Configurationally Stable Tröger Bases. In: Angewandte Chemie, 2011, vol. 50, n° 16, p. 3677–3680. doi: 10.1002/anie.201100134

Article (Published version)

Identifiers

PID : unige:14935
DOI : 10.1002/anie.201100134

ISSN of the journal1433-7851

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One-Step Catalytic Asymmetric Synthesis of Configurationally Stable Tröger Bases

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