APPROACHES TO CHIRAL QUATERNARY CARBON COMPOUNDS

手性季碳化合物的研究方法

• 批准号: 3284959
• 负责人: ALBERT I MEYERS
• 金额: $ 15.48万
• 依托单位: COLORADO STATE UNIVERSITY
• 依托单位国家: 美国
• 财政年份: 1985
• 资助国家: 美国
• 起止时间: 1985-01-01 至 1991-03-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/3284959
• 关键词: aspidosperma alkaloid; bicyclic compound; drug design /synthesis /production; drug screening /evaluation; ketoacid; lactams; pheromone; pyrethroid; stereoisomer; steroid analog; vinca alkaloids

Studies are in progress to continue evaluation of an asymmetric synthesis of quaternary carbon compounds which have shown considerable potential in its first two years of support. By use of chiral bicyclic lactams, readily prepared from L-valinol and alpha or gamma-ketoacids, an asymmetric total synthesis of (+)- mesembrine, (-)grandisol, and (-)-cuparenone have been accomplished. We now wish to further extend the scope and methodology of this powerful technique to alkaloids of the aspidosperma and vinca class, triquinanes, abscisic acids-potent plant growth regulators, trisporic acids-fungal regulators, halenaquinol-anti-microbials, vinylcyclopropanes, pyrethroids, cyclopropylamines-anti-depressents, cyclobutanes-analegesics, and a host of interesting, chiral, non-racemic compounds of medicinal value. In addition, mechanistic and structural studies will be carried out concurrently to assess the full potential of these bicyclic lactams.

研究正在进行中，以继续评估不对称 季碳化合物的合成 在其头两年的支持中具有相当大的潜力。通过使用 L-缬氨醇和α-手性双环内酰胺类药物的制备 或伽马酮酸，(+)-的不对称全合成- 膜、(-)格拉迪索和(-)-铜烯酮 完成了。我们现在希望进一步扩大范围和 这一强大的技术方法学研究黄连的生物碱 无花果和长春花类，三喹烷，脱落酸-有效 植物生长调节剂，三孢子酸-真菌调节剂， 卤代喹醇-抗微生物，乙烯基环丙烷，拟除虫菊酯， 环丙胺-抗抑郁剂，环丁烷-镇静剂， 和一系列有趣的，手性的，非外消旋的化合物 药用价值。此外，力学和结构研究 将同时进行，以评估 这些双环内酰胺类药物。