Construction of the 3-prenyl-4-oxa-tricyclo[4.3.1.03,7]dec-8-en-2-one core of caged xanthonoid natural products via tandem Wessely oxidation–intramolecular [4+2] cycloaddition
摘要:
A two-step protocol based on tandem Wessely oxidation/intramolecular Diels-Alder reaction to provide general access to the 3-prenyl-4-oxa-tricyclo[4.3. 1.0(3,7)]dec-8-en-2-one core present in the caged Garcinia xanthonoids is demonstrated. These readily accessible tricyclic scaffolds also provide ready entry into a variety of substituted gamma-lactones through a photochemical 1,3-acyl shift and decarbonylation. (C) 2007 Elsevier Ltd. All rights reserved.
Construction of the 3-prenyl-4-oxa-tricyclo[4.3.1.03,7]dec-8-en-2-one core of caged xanthonoid natural products via tandem Wessely oxidation–intramolecular [4+2] cycloaddition
作者:Goverdhan Mehta、Pulakesh Maity
DOI:10.1016/j.tetlet.2007.11.050
日期:2008.1
A two-step protocol based on tandem Wessely oxidation/intramolecular Diels-Alder reaction to provide general access to the 3-prenyl-4-oxa-tricyclo[4.3. 1.0(3,7)]dec-8-en-2-one core present in the caged Garcinia xanthonoids is demonstrated. These readily accessible tricyclic scaffolds also provide ready entry into a variety of substituted gamma-lactones through a photochemical 1,3-acyl shift and decarbonylation. (C) 2007 Elsevier Ltd. All rights reserved.