L-脯氨酸催化的(+)-laburnine和(-)-isoretronecanol的不对称合成
Enantioselective synthesis of( + )-laburnine and(-)-isoretronecanol by L-proline-catalyzed self-aldol reaction
作者:马世超;曹素芬;梅德盛;段文虎;
Author:
收稿日期: 年卷(期)页码:2015,30(02):-167-171
期刊名称:华西药学杂志
Journal Name:WEST CHINA JOURNAL OF PHARMACEUTICAL SCIENCES
关键字:Aldol自缩合反应;有机催化;脯氨酸;(+)laburnine;(-)-isoretronecanol;不对称合成
Key words:
基金项目:
中文摘要
目的探索高效、简洁的(+)-laburnine和(-)-isoretronecanol不对称合成新方法。方法以已知化合物为起始原料,用L-脯氨酸催化的aldol自缩合反应,构建所需的手性中心,经Na BH4还原、保护、对甲苯磺酰化、亲核取代、水解、甲磺酰化、还原关环、脱保护共八步反应得到(+)-laburnine和(-)-isoretronecanol。结果经过八步合成了(+)-laburnine和(-)-isoretronecanol。结论总收率分别为27%和8%。
参考文献
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