Journal article

The scope of catalytic enantioselective tandem carbonyl ylide formation-intramolecular [3 + 2] cycloadditions.

Abstract:: Catalytic enantioselective tandem carbonyl ylide formation-intramolecular 1,3-dipolar cycloaddition reactions of 2-diazo-3,6-diketoesters show promising scope in terms of asymmetric induction as the tethered alkene/alkyne dipolarophile component is varied. Cycloadditions were found to occur in moderate to very good yields, with a difference in ee exhibited by the electronically different 2-diazo-3,6-diketoesters 1, 25 and 33, 34. Values for ee of up to 90% for alkene dipolarophiles and up to 86% for alkyne dipolarophiles were obtained.

Publication status:: Published

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APA Style

Hodgson, D., Labande, A., Pierard, F., & Castro, E. (2003). The scope of catalytic enantioselective tandem carbonyl ylide formation-intramolecular [3 + 2] cycloadditions. Journal of Organic Chemistry, 68(16), 6153–6159.

MLA Style

Hodgson, D, et al. “The Scope of Catalytic Enantioselective Tandem Carbonyl Ylide Formation-Intramolecular [3 + 2] Cycloadditions.” Journal of Organic Chemistry, vol. 68, no. 16, 2003, pp. 6153–59.

Chicago Style

Hodgson, D, A Labande, F Pierard, and E Castro. 2003. “The Scope of Catalytic Enantioselective Tandem Carbonyl Ylide Formation-Intramolecular [3 + 2] Cycloadditions.” Journal of Organic Chemistry 68 (16): 6153–59.
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Publisher copy:: 10.1021/jo0343735

Authors

+ Hodgson, D More by this author

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

+ Labande, A More by this author

Role:: Author

+ Pierard, F More by this author

Role:: Author

+ Castro, E More by this author

Role:: Author

Journal:: Journal of organic chemistry More from this journal
Volume:: 68
Issue:: 16
Pages:: 6153-6159
Publication date:: 2003-08-01
DOI:: 10.1021/jo0343735
EISSN:: 1520-6904
ISSN:: 0022-3263

Language:: English
Pubs id:: pubs:32421
UUID:: uuid:1685ac9d-d813-4b8e-bfc7-bf70ccd3d86b
Local pid:: pubs:32421
Source identifiers:: 32421
Deposit date:: 2012-12-19
ARK identifier:: ark:/29072/ora_1685ac9dd8134b8ebfc7bf70ccd3d86b

Terms of use

Copyright date:: 2003

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

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