TOTAL SYNTHESIS OF CHIRAL (11) CYTOCHALASINS

手性(11)细胞松弛素的全合成

• 批准号: 3125366
• 负责人: PHILIP L FUCHS
• 金额: $ 11.59万
• 依托单位: PURDUE UNIVERSITY
• 依托单位国家: 美国
• 财政年份: 1979
• 资助国家: 美国
• 起止时间: 1979-09-15 至 1987-08-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/3125366
• 关键词: Diels Alder reaction; alkylation; antiviral agents; chemical models; chemical structure function; cytochalasins; cytotoxicity; diene; drug design /synthesis /production; enol; histamine; muscle relaxants; optical rotation; sulfonamides

A summary of progress and an outline for future study for the chiral total syntheses of both pure enantiomers of the potential immunosuppressive [11] Cytochalasins, Cytochalasin C, Cytochalasin D, and Zygosporin G is described. The plan relies on: (1) Intramolecular Diels-Alder reactions of Z-dienes; (2) Conjugate-addition/alkylation reactions with vinyl sulfones; and (3) Enolate-promoted 1,4-fragmentation reactions. A relay study with natural Cytochalasin C is also proposed.

手性化合物的研究进展及展望 潜在免疫抑制剂的两种纯对映体的合成[11] 细胞松弛素、细胞松弛素C、细胞松弛素D和接合孢菌素G是 介绍了 该计划依赖于：（1）分子内Diels-Alder反应 （2）与乙烯基的共轭加成/烷基化反应 砜;和（3）烯醇化物促进的1，4-断裂反应。 中继 还提出了用天然细胞松弛素C进行研究。

项目成果

Evidence for competitive intramolecular trimethylsilyl rearrangement to oxygen and sulfur in beta-trimethylsilylethylthiolesters.

β-三甲基甲硅烷基乙基硫醇酯中氧和硫的竞争性分子内三甲基甲硅烷基重排的证据。

• DOI: 10.1002/rcm.1290020206
• 发表时间: 1988
• 期刊: Rapid communications in mass spectrometry : RCM
• 作者: Wood,KV;Rothwell,AP;Anderson,MB;Fuchs,PL
• 通讯作者: Fuchs,PL