Enantioselective catalytic borane reductions of achiral ketones: Synthesis and application of new rigid catalysts prepared from (R)-phenylglycine and (S)-phenylalanine

Article abstract of DOI:10.1080/00397919308018602

Enantiocontrolled reduction of prochiral ketones with borane in the presence of homochiral amino alcohols 1-4 as enantioselective catalysts afforded the chiral corresponding secondary alcohols in moderate to high (55 to 88%) optical yields.

Full text of DOI:10.1080/00397919308018602

This article was downloaded by: [Tulane University]
On: 03 January 2015, At: 07:01
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
Enantioselective Catalytic Borane
Reductions of Achiral Ketones:
Synthesis and Application of New
Rigid Catalysts Prepared from (R)-
Phenylglycine and (S)-Phenylalanine
Ch. Dauelsberg a & J. Martens a
a Fachbereich Chemie, Universität Oldenburg Ammerländer ,
Heerstraße 114-118, 2900 Oldenburg i. O, Germany
Published online: 23 Sep 2006.
To cite this article: Ch. Dauelsberg & J. Martens (1993) Enantioselective Catalytic Borane
Reductions of Achiral Ketones: Synthesis and Application of New Rigid Catalysts Prepared
from (R)-Phenylglycine and (S)-Phenylalanine, Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 23:15, 2091-2099, DOI:
10.1080/00397919308018602
To link to this article: http://dx.doi.org/10.1080/00397919308018602
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