Journal article

Convergent and stereoselective synthesis of trisubstituted E-alkenyl bromides and iodides via beta-oxido phosphonium ylides.

Abstract:: β-Oxido phosphonium ylides, generated in situ from aldehydes and Wittig reagents [alkylidene(triphenyl)phosphoranes, other than ethylidene(triphenyl)phosphorane], react readily with electrophilic halogen sources to form predominantly or exclusively E-bromo- or iodosubstituted alkenes. The stereochemical outcome on halogenation is remarkably sensitive to alkylidene size [ethylidene(triphenyl)phosphorane is highly Z-selective]. Copyright © 2008 American Chemical Society.

Publication status:: Published

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APA Style

Hodgson, D., & Arif, T. (2008). Convergent and stereoselective synthesis of trisubstituted E-alkenyl bromides and iodides via beta-oxido phosphonium ylides. Journal of the American Chemical Society, 130(49), 16500–16501.

MLA Style

Hodgson, D., and T. Arif. “Convergent and Stereoselective Synthesis of Trisubstituted E-Alkenyl Bromides and Iodides via Beta-Oxido Phosphonium Ylides.” Journal of the American Chemical Society, vol. 130, no. 49, 2008, pp. 16500–01.

Chicago Style

Hodgson, D, and T Arif. 2008. “Convergent and Stereoselective Synthesis of Trisubstituted E-Alkenyl Bromides and Iodides via Beta-Oxido Phosphonium Ylides.” Journal of the American Chemical Society 130 (49): 16500–16501.
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Publisher copy:: 10.1021/ja8076999

Authors

+ Hodgson, D More by this author

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

+ Arif, T More by this author

Role:: Author

Journal:: Journal of the American Chemical Society More from this journal
Volume:: 130
Issue:: 49
Pages:: 16500-16501
Publication date:: 2008-12-01
DOI:: 10.1021/ja8076999
EISSN:: 1520-5126
ISSN:: 0002-7863

Language:: English
Pubs id:: pubs:34500
UUID:: uuid:c2ab800d-c0ad-4c68-9685-c366b14a8508
Local pid:: pubs:34500
Source identifiers:: 34500
Deposit date:: 2012-12-19

Terms of use

Copyright date:: 2008

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

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