Journal article

Double asymmetric induction as a mechanistic probe: the doubly diastereoselective conjugate addition of enantiopure lithium amides to enantiopure alpha,beta-unsaturated esters and enantiopure alpha,beta-unsaturated hydroxamates

Abstract:: The doubly diastereoselective conjugate addition of the antipodes of lithium N-benzyl-N-(α-methylbenzyl)amide to a range of enantiopure α,β-unsaturated esters [derived from Corey's 8-phenylmenthol chiral auxiliary] and enantiopure α,β-unsaturated hydroxamates [derived from our 'chiral Weinreb amide' auxiliary (S)-N-1-(1′-naphthyl)ethyl-O-tert- butylhydroxylamine] has been used as a mechanistic probe to determine the reactive conformations of these acceptors. © 2011 Elsevier Ltd. All rights reserved.

Publication status:: Published

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APA Style

Davies, S., Lee, J., Roberts, P., Thomson, J., & Yin, J. (2011). Double asymmetric induction as a mechanistic probe: the doubly diastereoselective conjugate addition of enantiopure lithium amides to enantiopure alpha,beta-unsaturated esters and enantiopure alpha,beta-unsaturated hydroxamates. TETRAHEDRON, 67(34), 6382–6403.

MLA Style

Davies, S., et al. “Double Asymmetric Induction as a Mechanistic Probe: the Doubly Diastereoselective Conjugate Addition of Enantiopure Lithium Amides to Enantiopure Alpha,Beta-Unsaturated Esters and Enantiopure Alpha,Beta-Unsaturated Hydroxamates.” TETRAHEDRON, vol. 67, no. 34, 2011, pp. 6382–403.

Chicago Style

Davies, S, J Lee, P Roberts, J Thomson, and J Yin. 2011. “Double Asymmetric Induction as a Mechanistic Probe: the Doubly Diastereoselective Conjugate Addition of Enantiopure Lithium Amides to Enantiopure Alpha,Beta-Unsaturated Esters and Enantiopure Alpha,Beta-Unsaturated Hydroxamates.” TETRAHEDRON 67 (34): 6382–6403.
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Publisher copy:: 10.1016/j.tet.2011.05.102

Authors

+ Davies, S More by this author

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

+ Lee, J More by this author

Role:: Author

+ Roberts, P More by this author

Role:: Author

+ Thomson, J More by this author

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

+ Yin, J More by this author

Role:: Author

Journal:: TETRAHEDRON More from this journal
Volume:: 67
Issue:: 34
Pages:: 6382-6403
Publication date:: 2011-08-26
DOI:: 10.1016/j.tet.2011.05.102
EISSN:: 1464-5416
ISSN:: 0040-4020

Language:: English
Keywords:: Lithium amide

Chiral auxiliary

Conjugate addition

Doubly diastereoselective
Pubs id:: pubs:170347
UUID:: uuid:86845748-0f45-407b-a176-28430cd4d5da
Local pid:: pubs:170347
Source identifiers:: 170347
Deposit date:: 2012-12-19

Terms of use

Copyright date:: 2011

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

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