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)]

Information

URI:

https://eprints.hud.ac.uk/id/eprint/22278

URI:

https://eprints.hud.ac.uk/id/eprint/22278

URI:

https://eprints.hud.ac.uk/id/eprint/22278

Title:

Reactivity of dearomatised furans synthesized via the decarboxylative Claisen rearrangement.

Creators:

Camp, Jason and Craig, Donald.

Identification Number:

10.1016/j.tetlet.2009.03.091

Official URL:

http://dx.doi.org/10.1016/j.tetlet.2009.03.091

Date:

August 2009

Subjects:

Q Science > Q Science (General)
Q Science > QD Chemistry

Schools:

School of Applied Sciences

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

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Item Type:

Article

Depositing User:

Sara Taylor

Date Deposited:

13 Nov 2014 16:53

Revision:

Last Modified:

28 Aug 2021 11:43

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