C45- and C50-Carotehoids. Part 8. Synthesis of (all-E,2S,2?S)-bacterioruberin, (all-E,2S,2?S)-monoanhydrobacterioruberin, (all-E,2S,2?S)-bisanhydrobacterioruberin, (all-E,2R,2?R)-3,4,3?,4?-tetrahydrobisanhydro- bacterioruberin, and (all-E,S)-2-isopentenyl-3,4-dehydrorhodopin
作者:Ivo Lakomy、Daniel Sarbach、Bruno Traber、Christoph Arm、Daniel Zuber、Hanspeter Pfander、Klaus Noack
DOI:10.1002/hlca.19970800212
日期:1997.3.24
Starting from (R)-3-hydroxybutyric acid ((R)-10) the C45- and C50-carotenoids (all-E,2S,2′S)-bacterioruberm (1), (all-E,2S,2′S)-monoanhydrobacterioruberin (2), (all-E,2S,2′S)-bisanhydrobacterioruberin (3), (all-E,2R,2′R)-3,4,3′,4′-tetrahydrobisanhydrobacterioruberin (5), and (all-E,S)-2-isopentenyl-3,4-dehydrorhodopin (6) were synthesized. By comparison of the chiroptical data of the natural and the
从(R)-3-羟基丁酸((R)-10)开始,C 45-和C 50-类胡萝卜素(全部-E,2 S,2 'S)-细菌性前屈(1),(全部-E,2小号,2'小号)-monoanhydrobacterioruberin(2),(清一色ê,2小号,2'小号)-bisanhydrobacterioruberin(3),(清一色ê,2 - [R,2' - [R)-3,4,3', 4'-四氢双脱水氢胆碱(5)和(all- E,小号)-2-异戊烯-3,4- dehydrorhodopin(6)的合成。通过比较天然化合物和合成化合物的手性数据,可以确定天然产物1-3和6的(2 S)-和(2 'S)-构型。