Journal article

The influence of exocyclic stereochemistry on the tethered aminohydroxylation reaction.

Abstract:: A new strategy that employs an exocyclic stereocenter to effect diastereocontrol in the tethered aminohydroxylation (TA) reaction is applied to the stereoselective synthesis of a range of amino alcohols in good to excellent yields, and with anti selectivities of up to 20:1. The influence of the reaction conditions and substrate parameters on the level of diastereocontrol is described. Furthermore, an "inside alkoxy" model is employed to rationalize the sense and degree of stereoselectivity observed in these systems.

Publication status:: Published

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APA Style

Donohoe, T., Lacy, A., Rathi, A., & Walter, D. (2011). The influence of exocyclic stereochemistry on the tethered aminohydroxylation reaction. Chemistry, an Asian Journal, 6(12), 3214–3222.

MLA Style

Donohoe, T, et al. “The Influence of Exocyclic Stereochemistry on the Tethered Aminohydroxylation Reaction.” Chemistry, an Asian Journal, vol. 6, no. 12, 2011, pp. 3214–22.

Chicago Style

Donohoe, T, A Lacy, A Rathi, and D Walter. 2011. “The Influence of Exocyclic Stereochemistry on the Tethered Aminohydroxylation Reaction.” Chemistry, an Asian Journal 6 (12): 3214–22.
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Publisher copy:: 10.1002/asia.201100497

Authors

+ Donohoe, T More by this author

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

+ Lacy, A More by this author

Role:: Author

+ Rathi, A More by this author

Role:: Author

+ Walter, D More by this author

Role:: Author

Journal:: Chemistry, an Asian journal More from this journal
Volume:: 6
Issue:: 12
Pages:: 3214-3222
Publication date:: 2011-12-01
DOI:: 10.1002/asia.201100497
EISSN:: 1861-471X
ISSN:: 1861-4728

Language:: English
Keywords:: Hydroxylation

Amino Alcohols

Amines

Stereoisomerism

Heterocyclic Compounds

Alkenes
Pubs id:: pubs:175237
UUID:: uuid:0fbac4cf-f491-4ffc-a66f-75cc1a6c6044
Local pid:: pubs:175237
Source identifiers:: 175237
Deposit date:: 2012-12-19
ARK identifier:: ark:/29072/ora_0fbac4cff4914ffca66f75cc1a6c6044

Terms of use

Copyright date:: 2011

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

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