Journal article

Tandem catalysis in the polycyclisation of dienes to produce multi-substituted tetrahydrofurans

Abstract:: A new catalytic protocol has been established by using two separate oxidation reactions, catalysed by osmium, in tandem. Control of the pH and oxidation state of the metal is crucial in controlling this new sequence, which begins with a tethered aminohydroxylation reaction (Os(VIII) is active) and is followed by an oxidative cyclisation under acidic conditions (Os(VI) is active). The result of this work is an extremely quick route (five steps from commercially available materials) to complex THF rings containing an adjacent oxazolidinone and four new stereogenic centres. © 2009 Elsevier Ltd. All rights reserved.

Publication status:: Published

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APA Style

Donohoe, T., Lindsay-Scott, P., & Parker, J. (2009). Tandem catalysis in the polycyclisation of dienes to produce multi-substituted tetrahydrofurans. TETRAHEDRON LETTERS, 50(26), 3523–3526.

MLA Style

Donohoe, T, et al. “Tandem Catalysis in the Polycyclisation of Dienes to Produce Multi-Substituted Tetrahydrofurans.” TETRAHEDRON LETTERS, vol. 50, no. 26, 2009, pp. 3523–26.

Chicago Style

Donohoe, T, P Lindsay-Scott, and J Parker. 2009. “Tandem Catalysis in the Polycyclisation of Dienes to Produce Multi-Substituted Tetrahydrofurans.” TETRAHEDRON LETTERS 50 (26): 3523–26.
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Publisher copy:: 10.1016/j.tetlet.2009.03.027

Authors

+ Donohoe, T More by this author

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

+ Lindsay-Scott, P More by this author

Role:: Author

+ Parker, J More by this author

Role:: Author

Journal:: TETRAHEDRON LETTERS More from this journal
Volume:: 50
Issue:: 26
Pages:: 3523-3526
Publication date:: 2009-07-01
DOI:: 10.1016/j.tetlet.2009.03.027
ISSN:: 0040-4039

Language:: English
Keywords:: Tandem catalysis

Polycyclisation

Oxidation

Osmium
Pubs id:: pubs:41240
UUID:: uuid:b69e0d2f-a8e0-46fe-b96a-13b6f74945ec
Local pid:: pubs:41240
Source identifiers:: 41240
Deposit date:: 2012-12-19
ARK identifier:: ark:/29072/ora_b69e0d2fa8e046feb96a13b6f74945ec

Terms of use

Copyright date:: 2009

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

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