Literature DB >> 19006319

One-pot desymmetrizing hydroformylation/carbonyl ene cyclization process: straightforward access to highly functionalized cyclohexanols.

Aurélien Bigot1, Daniel Breuninger, Bernhard Breit.   

Abstract

Rapid access to highly functionalized alkylidene cyclohexanols through a one-pot desymmetrizing hydroformylation/carbonyl ene cyclization starting from simple bisalkenylcarbinols is reported. Mechanistic insight into the carbonyl ene reaction is given, highlighting the importance of hyperconjugative substituent effects.

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Year:  2008        PMID: 19006319     DOI: 10.1021/ol8016148

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Enantioselective intramolecular aldehyde α-alkylation with simple olefins: direct access to homo-ene products.

Authors:  Robert J Comito; Fernanda G Finelli; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2013-06-12       Impact factor: 15.419

2.  Asymmetric Synthesis of Highly Functionalized Cyclopentanes by a Rhodium- and Scandium-Catalyzed Five-Step Domino Sequence.

Authors:  Brendan T Parr; Zhanjie Li; Huw M L Davies
Journal:  Chem Sci       Date:  2011-09-02       Impact factor: 9.825

3.  Catalytic Addition of Simple Alkenes to Carbonyl Compounds Using Group 10 Metals.

Authors:  Chun-Yu Ho; Kristin D Schleicher; Timothy F Jamison
Journal:  Synlett       Date:  2009-10-01       Impact factor: 2.454

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

  4 in total

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