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Reactivity of dearomatised furans synthesized via the decarboxylative Claisen rearrangement.

Camp, Jason and Craig, Donald. (2009) Reactivity of dearomatised furans synthesized via the decarboxylative Claisen rearrangement. Tetrahedron Letters, 50 (26). pp. 3503-3508. ISSN 0040-4039

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Abstract

The decarboxylative Claisen rearrangement (dCr) reaction of 1-(furan-2-yl)ethyl 2-tosylacetate afforded 2-ethylidene-3-(tosylmethyl)-2,3-dihydrofuran. Reaction of the dearomatized heterocycle with a variety of electrophiles gave addn. products with excellent syn-diastereoselectivity. The furanol adducts were then utilized as functionalized scaffolds for a series of subsequent transformations. [on SciFinder(R)]

Item Type: Article
Additional Information: Unmapped bibliographic data: PY - 2009/// [EPrints field already has value set] M3 - 10.1016/j.tetlet.2009.03.091 [Field not mapped to EPrints] JA - Tetrahedron Lett. [Field not mapped to EPrints]
Uncontrolled Keywords: decarboxylative Claisen rearrangement furanylethyl tosylacetate, ethylidenetosylmethyldihydrofuran prepn stereoselective reaction electrophile, furan ethylidenetosylmethyldihydro prepn stereoselective reaction electrophile
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Schools: School of Applied Sciences
Related URLs:
Depositing User: Sara Taylor
Date Deposited: 13 Nov 2014 16:53
Last Modified: 13 Nov 2014 16:53
URI: http://eprints.hud.ac.uk/id/eprint/22278

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