Access to Enantiopure 2, 5??Diaryltetrahydrofurans–Application to the Synthesis of (–)??Virgatusin and (+)??Urinaligran

S Martinet, A Méou, P Brun

文献索引：Martinet, Sophie; Meou, Alain; Brun, Pierre European Journal of Organic Chemistry, 2009 , # 14 p. 2306 - 2311

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被引用次数: 7

摘要

Abstract The diastereoselective Mn III-promoted radical addition of β-oxoesters 1 onto N- cinnamoyloxazolidinones 2 afforded 2, 3-dihydrofurans 3. After catalytic hydrogenation of the C= C bond, followed by reductive removal of the chiral auxiliary, the resulting enantiopure tetrahydrofurans 5 were transformed in two steps into naturally occurring (–)- virgatusin and (+)-urinaligran and two other, nonnatural, tetrasubstituted THF lignans.(© ...