Title of article
Oxidative rearrangement of 2-alkoxy-3,4-dihydro-2H-pyrans: stereocontrolled synthesis of 4,5-cis-disubstituted tetrahydrofuranones including whisky and cognac lactones and crobarbatic acid
Author/Authors
Alan Armstrong، نويسنده , , Cassim Ashraff، نويسنده , , Hunsuk Chung، نويسنده , , Lorraine Murtagh، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2009
Pages
15
From page
4490
To page
4504
Abstract
Oxidation of 2-alkoxy-3,4-dihydro-2H-pyrans 3 with dimethyldioxirane or MTO/urea–H2O2 followed by Jones oxidation leads to rearrangement and stereocontrolled formation of 4,5-cis-disubstituted tetrahydrofuranones. The method is applied to the synthesis of the whisky lactone 9, cognac lactone 10 and crobarbatic acid 17.
Journal title
Tetrahedron
Serial Year
2009
Journal title
Tetrahedron
Record number
1095472
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