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Highly cis- or trans-selective oxygen to carbon rearrangements of anomerically linked 6-substituted tetrahydropyranyl enol ethers

Abstract:
Low temperature Lewis acid catalysed oxygen to carbon rearrangements of anomerically linked 6-substituted tetrahydropyranyl enol ethers lead to the corresponding trans-ketones in a highly diastereoselective manner, whereas at higher temperatures the c/s-ketones are formed with a high degree of selectivity under thermodynamic control. © The Royal Society of Chemistry 1999.
Publication status:
Published

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Publisher copy:
10.1039/a904891j

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 More from this journal
Issue:
19
Pages:
2665-2667
Publication date:
1999-10-07
DOI:
EISSN:
1364-5463
ISSN:
0300-922X
Language:
English
Pubs id:
pubs:52106
UUID:
uuid:1ecd7956-390c-49c7-96f1-136d90b9aa3a
Local pid:
pubs:52106
Source identifiers:
52106
Deposit date:
2012-12-19

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