Journal article

A new family of cinchona-derived amino phosphine precatalysts: application to the highly enantio- and diastereoselective silver-catalyzed isocyanoacetate aldol reaction.

Abstract:: A new class of readily accessible chiral amino-phosphine precatalysts derived from 9-amino(9-deoxy) epicinchona alkaloids has been developed. In combination with Ag(I) salts, these amino-phosphines performed as effective cooperative Brønsted base/Lewis acid catalysts in the asymmetric aldol reaction of isocyanoacetate nucleophiles. Under optimal conditions, high diastereoselectivities (up to 98%) and enantioselectivities (up to 98%) were obtained.

Publication status:: Published

Actions

Email

Email this record

Send the bibliographic details of this record to your email address.

Your Email
Please enter the email address that the record information will be sent to.

-
Your message (optional)
Please add any additional information to be included within the email.
Share
Cite

Cite this record

APA Style

Sladojevich, F., Trabocchi, A., Guarna, A., & Dixon, D. (2011). A new family of cinchona-derived amino phosphine precatalysts: application to the highly enantio- and diastereoselective silver-catalyzed isocyanoacetate aldol reaction. Journal of the American Chemical Society, 133(6), 1710–1713.

MLA Style

Sladojevich, F, et al. “A New Family of Cinchona-Derived Amino Phosphine Precatalysts: Application to the Highly Enantio- and Diastereoselective Silver-Catalyzed Isocyanoacetate Aldol Reaction.” Journal of the American Chemical Society, vol. 133, no. 6, 2011, pp. 1710–13.

Chicago Style

Sladojevich, F, A Trabocchi, A Guarna, and D Dixon. 2011. “A New Family of Cinchona-Derived Amino Phosphine Precatalysts: Application to the Highly Enantio- and Diastereoselective Silver-Catalyzed Isocyanoacetate Aldol Reaction.” Journal of the American Chemical Society 133 (6): 1710–13.
Print

Access Document

Publisher copy:: 10.1021/ja110534g

Authors

+ Sladojevich, F More by this author

Role:: Author

+ Trabocchi, A More by this author

Role:: Author

+ Guarna, A More by this author

Role:: Author

+ Dixon, D More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Organic Chemistry
Role:: Author

Journal:: Journal of the American Chemical Society More from this journal
Volume:: 133
Issue:: 6
Pages:: 1710-1713
Publication date:: 2011-02-01
DOI:: 10.1021/ja110534g
EISSN:: 1520-5126
ISSN:: 0002-7863

Language:: English
Keywords:: Phosphines

Aldehydes

Stereoisomerism

Substrate Specificity

Alkaloids

Acetates

Catalysis

Silver
Pubs id:: pubs:112552
UUID:: uuid:07f1fb2c-c5ff-4308-84c5-31e4ab668865
Local pid:: pubs:112552
Source identifiers:: 112552
Deposit date:: 2012-12-19
ARK identifier:: ark:/29072/ora_07f1fb2cc5ff430884c531e4ab668865

Terms of use

Copyright date:: 2011

Licence:: Terms and Conditions of Use for Oxford University Research Archive

Views and Downloads

About views and downloads

If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP