Grignard reagent/borohydride combinations alkylation/reduction of esters

Article abstract of DOI:10.1080/00397910008087324

The one step transformation of esters into secondary alcohols (70-80% yields) has been performed with a Grignard reagent in the presence of calcium or zinc borohydride. Under the same conditions, vinylic Grignard reagents gave γ,δ-unsaturated alcohols in good yields through three successive reactions: addition to the ester carbonyl, then conjugate addition and, finally reduction).

Full text of DOI:10.1080/00397910008087324

This article was downloaded by: [Case Western Reserve University]
On: 02 November 2014, At: 13:36
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954
Registered office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH,
UK
Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
Publication details, including instructions for
authors and subscription information:
http://www.tandfonline.com/loi/lsyc20
Grignard Reagent/Borohydride
Combinations Alkylation/
Reduction of Esters
Sophie Hallouis a , Christine Saluzzo a & Roger
Amouroux a
a Laboratoire de Chimie Organique Physique et
Synthétique, UMR 5622 CNRS, Université Claude
Bernard Lyon I , 43 Boulevard du 11 novembre 1918,
69622, Villeurbanne, Cedex, France
Published online: 04 Dec 2007.
To cite this article: Sophie Hallouis , Christine Saluzzo & Roger Amouroux (2000)
Grignard Reagent/Borohydride Combinations Alkylation/Reduction of Esters, Synthetic
Communications: An International Journal for Rapid Communication of Synthetic
Organic Chemistry, 30:2, 313-324, DOI: 10.1080/00397910008087324
To link to this article: http://dx.doi.org/10.1080/00397910008087324
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the
information (the “Content”) contained in the publications on our platform.
However, Taylor & Francis, our agents, and our licensors make no
representations or warranties whatsoever as to the accuracy, completeness,
or suitability for any purpose of the Content. Any opinions and views
expressed in this publication are the opinions and views of the authors, and
are not the views of or endorsed by Taylor & Francis. The accuracy of the

Content should not be relied upon and should be independently verified with
primary sources of information. Taylor and Francis shall not be liable for any
losses, actions, claims, proceedings, demands, costs, expenses, damages,
and other liabilities whatsoever or howsoever caused arising directly or
indirectly in connection with, in relation to or arising out of the use of the
Content.
This article may be used for research, teaching, and private study purposes.
Any substantial or systematic reproduction, redistribution, reselling, loan,
sub-licensing, systematic supply, or distribution in any form to anyone is
expressly forbidden. Terms & Conditions of access and use can be found at
http://www.tandfonline.com/page/terms-and-conditions