Sulfoxide-directed desymmetrisation of cyclohexa-1,4-dienes

Elliott, Mark Christopher ORCID: https://orcid.org/0000-0003-0132-0818, El Sayed, Nahed Nasser and Ooi, Liling 2007. Sulfoxide-directed desymmetrisation of cyclohexa-1,4-dienes. Tetrahedron Letters 48 (26) , pp. 4561-4564. 10.1016/j.tetlet.2007.04.138

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Abstract

Cyclohexa-2,5-dien-1-ylmethanol derivatives have been subjected to a short sequence featuring esterification to introduce a malonate side-chain, oxidation of the doubly allylic position and stereoselective cyclisation. When used in conjunction with a chiral sulfoxide, the cyclisation is diastereoselective (2:1) favouring one of the diastereotopic double-bonds.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Subjects:	Q Science > QD Chemistry
Publisher:	Elsevier
ISSN:	0040-4039
Last Modified:	21 Oct 2022 10:20
URI:	https://orca.cardiff.ac.uk/id/eprint/39870

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