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CHIRAL OXETANES FROM SUGAR LACTONES - SYNTHESIS OF DERIVATIVES OF 3,5-ANHYDRO-1,2-O-ISOPROPYLIDENE-ALPHA-D-GLUCURONIC ACID AND OF 3,5-ANHYDRO-1,2-O-ISOPROPYLIDENE-BETA-L-IDURONIC ACID

Abstract:: Ring contraction reactions of triflates of α-hydroxy-γ-lactones provide an approach to the synthesis of chiral polyfunctionalised oxetanes from sugars. Treatment of 1,2-0-isopropylidene-5-0-trifluoromethanesulphonyl-α-D-glucuronolactone with benzylamine or with potassium carbonate in methanol gave ring contraction reactions to form oxetanes in good yield. © 1987.

Publication status:: Published

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APA Style

Austin, G., Fleet, G., Peach, J., Prout, K., & Son, J. (1987). CHIRAL OXETANES FROM SUGAR LACTONES - SYNTHESIS OF DERIVATIVES OF 3,5-ANHYDRO-1,2-O-ISOPROPYLIDENE-ALPHA-D-GLUCURONIC ACID AND OF 3,5-ANHYDRO-1,2-O-ISOPROPYLIDENE-BETA-L-IDURONIC ACID. TETRAHEDRON LETTERS, 28(40), 4741–4744.

MLA Style

Austin, G., et al. “CHIRAL OXETANES FROM SUGAR LACTONES - SYNTHESIS OF DERIVATIVES OF 3,5-ANHYDRO-1,2-O-ISOPROPYLIDENE-ALPHA-D-GLUCURONIC ACID AND OF 3,5-ANHYDRO-1,2-O-ISOPROPYLIDENE-BETA-L-IDURONIC ACID.” TETRAHEDRON LETTERS, vol. 28, no. 40, 1987, pp. 4741–44.

Chicago Style

Austin, G, G Fleet, J Peach, K Prout, and J Son. 1987. “CHIRAL OXETANES FROM SUGAR LACTONES - SYNTHESIS OF DERIVATIVES OF 3,5-ANHYDRO-1,2-O-ISOPROPYLIDENE-ALPHA-D-GLUCURONIC ACID AND OF 3,5-ANHYDRO-1,2-O-ISOPROPYLIDENE-BETA-L-IDURONIC ACID.” TETRAHEDRON LETTERS 28 (40): 4741–44.
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Publisher copy:: 10.1016/S0040-4039(00)96614-0

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+ Austin, G More by this author

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+ Fleet, G More by this author

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+ Peach, J More by this author

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+ Prout, K More by this author

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+ Son, J More by this author

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Bibliographic Details

Journal:: TETRAHEDRON LETTERS
Volume:: 28
Issue:: 40
Pages:: 4741-4744
Publication date:: 1987-01-01
DOI:: 10.1016/S0040-4039(00)96614-0
ISSN:: 0040-4039

Item Description

Language:: English
Pubs id:: pubs:42845
UUID:: uuid:b68a1013-b621-4b2e-830b-1ac266b18040
Local pid:: pubs:42845
Source identifiers:: 42845
Deposit date:: 2012-12-19

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Copyright date:: 1987

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

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