Journal article

Synthesis of tetrahydropyrans from sugar lactones

Abstract:: Dehydration of both γ- and δ- hexonolactones, either by intramolecular nucleophilic displacement of triflate leaving groups at C-2, or by Mitsunobu type displacement of the OH-6, provides access to bicyclic lactones which contain tetrahydropyran rings. Reduction or nucleophilic ring opening of these bicyclic lactones furnishes polyfunctionalised tetrahydropyrans in good yield.

Publication status:: Published

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APA Style

Estevez, J., Fairbanks, A., & Fleet, G. (1998). Synthesis of tetrahydropyrans from sugar lactones. TETRAHEDRON, 54(44), 13591–13620.

MLA Style

Estevez, J, et al. “Synthesis of Tetrahydropyrans from Sugar Lactones.” TETRAHEDRON, vol. 54, no. 44, 1998, pp. 13591–620.

Chicago Style

Estevez, J, A Fairbanks, and G Fleet. 1998. “Synthesis of Tetrahydropyrans from Sugar Lactones.” TETRAHEDRON 54 (44): 13591–620.
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Publisher copy:: 10.1016/S0040-4020(98)00837-0

Authors

+ Estevez, J More by this author

Role:: Author

+ Fairbanks, A More by this author

Role:: Author

+ Fleet, G More by this author

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

Journal:: TETRAHEDRON More from this journal
Volume:: 54
Issue:: 44
Pages:: 13591-13620
Publication date:: 1998-10-29
DOI:: 10.1016/S0040-4020(98)00837-0
ISSN:: 0040-4020

Language:: English
Keywords:: Pyrans

Mitsunobu reactions

Carbohydrates

Lactones
Pubs id:: pubs:36703
UUID:: uuid:f05c23f2-23a8-427f-9455-0d58dbb5b399
Local pid:: pubs:36703
Source identifiers:: 36703
Deposit date:: 2012-12-19
ARK identifier:: ark:/29072/ora_f05c23f223a8427f94550d58dbb5b399

Terms of use

Copyright date:: 1998

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

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