172295-01-1Relevant articles and documents
Aluminium triflate catalysed cyclisation of unsaturated alcohols: novel synthesis of rose oxide and analogues
Coulombel, Lydie,Weiwer, Michel,Dunach, Elisabet
experimental part, p. 5788 - 5795 (2010/03/03)
Aluminium trifluoromethanesulfonate was used as an efficient catalyst for the cycloisomerisation of several unsaturated alcohols into cyclic ethers such as rose oxide and some of its ether analogues.
Substituent effects on the stereochemical course of electrophile- initiated tetrahydropyran-forming reactions: A possible stereoelectronic effect
Hart, David J.,Patterson, Suzanne,Zakarian, Alain
, p. 1025 - 1028 (2007/10/03)
A series of 4-penten-1,3-diol derivatives were prepared and treated with phenylselenenyl chloride to provide tetrahydropyrans. The stereochemical course of the reactions is consistent with a chair-like transition state in which the oxygen substituent at the 3-position largely occupies an axial site. A structurally related 3-methyl-4-penten-1-ol derivative gave a major product consistent with a chair transition state in which the methyl group occupies an equatorial site.