| Literature DB >> 12713308 |
David J Hart1, Chad E Bennett.
Abstract
Trifluoroacetic acid efficiently catalyzes Prins cyclizations of enol ethers 8 to provide tetrahydropyrans 9 and 10. These tetrahydropyrans are isolated with combined yields of 42-85% and stereoselectivities at C(4) ranging from 95:5 to 50:50 depending on the nature of the substituent R. Unique byproducts of these cyclizations that reveal the presence of underlying equilibria have been isolated and identified. [reaction: see text]Entities:
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Year: 2003 PMID： 12713308 DOI： 10.1021/ol0342756
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005