Literature DB >> 18803386

Rhodium-catalyzed hydroformylation of cyclopropenes.

William M Sherrill1, Michael Rubin.   

Abstract

The first catalytic diastereo- and enantioselective hydroformylation of cyclopropenes was demonstrated. The reaction proceeds efficiently under very mild conditions and low catalyst loadings providing high yields of cyclopropylcarboxaldehydes. This novel methodology represents a convenient, atom-economic approach toward optically active cyclopropylcarboxaldehydes from readily available prochiral cyclopropenes.

Entities:  

Year:  2008        PMID: 18803386     DOI: 10.1021/ja805059f

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  11 in total

1.  Synthesis of quaternary carbon centers via hydroformylation.

Authors:  X Sun; K Frimpong; K L Tan
Journal:  J Am Chem Soc       Date:  2010-09-01       Impact factor: 15.419

2.  Directed nucleophilic addition of phenoxides to cyclopropenes.

Authors:  Pavel Yamanushkin; Michael Lu-Diaz; Andrew Edwards; Nicolai A Aksenov; Marina Rubina; Michael Rubin
Journal:  Org Biomol Chem       Date:  2017-10-04       Impact factor: 3.876

3.  Efficient one-pot synthesis of 1-arylcycloprop-2-ene-1-carboxamides.

Authors:  Andrew Edwards; Michael Rubin
Journal:  Org Biomol Chem       Date:  2016-03-14       Impact factor: 3.876

4.  Regioselective hydroformylation of allylic alcohols.

Authors:  Thomas E Lightburn; Omar A De Paolis; Ka H Cheng; Kian L Tan
Journal:  Org Lett       Date:  2011-04-19       Impact factor: 6.005

5.  Facially selective Cu-catalyzed carbozincation of cyclopropenes using arylzinc reagents formed by sequential I/Mg/Zn exchange.

Authors:  Vinod Tarwade; Ramajeyam Selvaraj; Joseph M Fox
Journal:  J Org Chem       Date:  2012-10-19       Impact factor: 4.354

6.  Rhodium-catalyzed enantioselective cyclopropanation of olefins with N-sulfonyl 1,2,3-triazoles.

Authors:  Stepan Chuprakov; Sen Wai Kwok; Li Zhang; Lukas Lercher; Valery V Fokin
Journal:  J Am Chem Soc       Date:  2009-12-23       Impact factor: 15.419

7.  Directed carbozincation reactions of cyclopropene derivatives.

Authors:  Vinod Tarwade; Xiaozhong Liu; Ni Yan; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2009-04-22       Impact factor: 15.419

8.  Intramolecular nucleophilic addition of carbanions generated from N-benzylamides to cyclopropenes.

Authors:  Vladimir Maslivetc; Colby Barrett; Nicolai A Aksenov; Marina Rubina; Michael Rubin
Journal:  Org Biomol Chem       Date:  2018-01-03       Impact factor: 3.876

9.  Diastereo- and enantioselective copper catalyzed hydroallylation of disubstituted cyclopropenes.

Authors:  Heiko Sommer; Ilan Marek
Journal:  Chem Sci       Date:  2018-07-02       Impact factor: 9.825

Review 10.  Copper mediated carbometalation reactions.

Authors:  D S Müller; I Marek
Journal:  Chem Soc Rev       Date:  2016-08-08       Impact factor: 54.564

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