Chiral Ruthenium Lewis Acid Catalyzed Intramolecular Diels−Alder Reactions

Thamapipol, Sirinporn; Bernardinelli, Gérald Hugues; Besnard, Céline; Kundig, Ernst Peter

doi:10.1021/ol1019103

Scientific article

English

Chiral Ruthenium Lewis Acid Catalyzed Intramolecular Diels−Alder Reactions

ContributorsThamapipol, Sirinporn; Bernardinelli, Gérald Hugues; Besnard, Céline; Kundig, Ernst Peter

Published inOrganic letters, vol. 12, no. 24, p. 5604-5607

Publication date2010

Abstract

Single point binding ruthenium Lewis acid catalysts [Ru(acetone)(S,S)-BIPHOP-F)Cp][SbF6] ((S,S)-1b) and [Ru(acetone)(S,S)-BIPHOP-F)(indenyl)][SbF6] ((S,S)-1c) efficiently catalyze intramolecular Diels−Alder (IMDA) reactions under mild conditions to afford the endo cycloaddition products as the major product in excellent yields with high diastereo- and enantioselectivities.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

THAMAPIPOL, Sirinporn et al. Chiral Ruthenium Lewis Acid Catalyzed Intramolecular Diels−Alder Reactions. In: Organic letters, 2010, vol. 12, n° 24, p. 5604–5607. doi: 10.1021/ol1019103

Article (Published version)

Identifiers

PID : unige:12856
DOI : 10.1021/ol1019103

ISSN of the journal1523-7052

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Creation10/12/2010 17:14:00

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Chiral Ruthenium Lewis Acid Catalyzed Intramolecular Diels−Alder Reactions

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