首页|Direct synthesis of tetrahydropyran-4-ones via O_3ReOH-catalyzed Prins cyclization of 3-chloro-homoallylic alcohols
Direct synthesis of tetrahydropyran-4-ones via O_3ReOH-catalyzed Prins cyclization of 3-chloro-homoallylic alcohols
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NETL
NSTL
Royal Soc Chemistry
A new variation of Prins cyclization to directly and stereoselectively synthesize c/s-2,6-disubstituted tetrahydropyran-4-ones from 3-chlorohomoallylic alcohols and aldehydes catalyzed by perrhe-nic acid is reported. The reaction is generally compatible with a range of aliphatic and aromatic aldehydes and 24 examples of tet-rahydropyran-4-one products have been prepared in moderate to good yields. This methodology highlights the use of simple starting materials and commercially available aqueous perrhenic acid as a catalyst for Prins cyclization reactions to directly synthesize 2,6-di-substituted tetrahydropyran-4-ones.
Division of Physical Science and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90110, Thailand
NETL
NSTL
Royal Soc Chemistry
