Department of Chemistry and Biochemistry, University of California, San Diego , 9500 Gilman Drive MC: 0358, La Jolla, California 92093-0358, United States.
Org Lett. 2013 May 17;15(10):2410-3. doi: 10.1021/ol400872h. Epub 2013 Apr 30.
An efficient stereoselective synthesis of furanoverrillin (5), a highly functionalized core of verrillin (1), is reported. The synthetic strategy is based on constructing bicyclic lactone 17 prior to the 10-membered ring macrocyclization. The effect of the C4 methyl group on the furan reactivity is also discussed.
报道了呋喃越桔苦素(5)的高效立体选择性合成,呋喃越桔苦素(5)是越桔苦素(1)中高度官能化的核心。该合成策略基于在 10 元环大环化之前构建双环内酯 17。还讨论了 C4 甲基对呋喃反应性的影响。