Diastereoselective synthesis of functionalized 2-methyltetrahydropyran-4-ones

作者：Clarke Paul A^*; Sellars Philip B; Mistry Nimesh

来源：Tetrahedron Letters, 2011, 52(28): 3654-3656.

DOI：10.1016/j.tetlet.2011.05.022

• 2-Methyldihydropyrans
• 2-Methyltetrahydropyrans
• Maitland-Japp reaction
• Civet cat secretion

A simple procedure for the synthesis of functionalized 2-methyl-2,3-dihydropyran-4-ones, based on the Maitland-Japp reaction, and their diastereoselective conversion into functionalized 2-methyltetrahydropyran-4-ones has been developed. This allows access to a structural unit present in a large number of biologically active natural products, and has been successfully applied to the synthesis of the molecule found in Civet cat secretion.

• 出版日期2011-7-13