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Synthesis and diastereoselective Diels–Alder reactions of homochiral C2-symmetric butane-1,2-diacetal-based 1,3-dienes

Synthesis and diastereoselective Diels–Alder reactions of homochiral C2-symmetric butane-1,2-diacetal-based 1,3-dienes
Synthesis and diastereoselective Diels–Alder reactions of homochiral C2-symmetric butane-1,2-diacetal-based 1,3-dienes
The C2-symmetric, butane diacetal (BDA) auxiliary-based dienes 2 and 3 are described, which display moderate to excellent diastereoselectivities in Diels–Alder reactions with a range of dienophiles under thermal and Lewis acid-catalysed conditions.
0040-4039
7144-7147
Linclau, Bruno
19b9cacd-b8e8-4c65-af36-6352cade84ba
Clarke, Philip J.
0d30c63e-e8bb-442f-81b1-60dc4c8cc147
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Linclau, Bruno
19b9cacd-b8e8-4c65-af36-6352cade84ba
Clarke, Philip J.
0d30c63e-e8bb-442f-81b1-60dc4c8cc147
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161

Linclau, Bruno, Clarke, Philip J. and Light, Mark E. (2009) Synthesis and diastereoselective Diels–Alder reactions of homochiral C2-symmetric butane-1,2-diacetal-based 1,3-dienes. Tetrahedron Letters, 50 (51), 7144-7147. (doi:10.1016/j.tetlet.2009.10.015).

Record type: Article

Abstract

The C2-symmetric, butane diacetal (BDA) auxiliary-based dienes 2 and 3 are described, which display moderate to excellent diastereoselectivities in Diels–Alder reactions with a range of dienophiles under thermal and Lewis acid-catalysed conditions.

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Published date: 23 December 2009

Identifiers

Local EPrints ID: 147901
URI: http://eprints.soton.ac.uk/id/eprint/147901
ISSN: 0040-4039
PURE UUID: e3db4ea8-8454-4a07-977c-da276b666c82
ORCID for Bruno Linclau: ORCID iD orcid.org/0000-0001-8762-0170
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 27 Apr 2010 08:22
Last modified: 20 Jul 2019 01:10

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