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新型手性方酰胺基醇配体的合成及催化前手性芳酮的不对称还原反应研究
STUDY ON THE ENANTIOSELECTIVE BORANE REDUCTION OF PROCHIRAL ARYL KETONES CATALYZED BY CHIRAL SQUARIC ACID AMIDOALCOHOLS
【摘要】 方酸经酯化后与手性氨基醇反应 ,继而与脂肪胺作用合成了六个新型手性方酰氨基醇配体 .研究了它们经原位制备成手性口恶唑硼烷后 ,在不对称催化氢化还原前手性芳酮中的性能 ,得到手性仲醇的对映体过量 (ee)值为 30 %~ 76 % .这些新化合物的结构已被IR ,1HNMR ,MS及元素分析所证实 .
【Abstract】 Six new chiral squaric acid amidoalcohols were synthesized by the reaction of alkyl amines with 3 butoxy [(1’R,2’S) (2’ hydroxy 1’,2’ diphenylethyl)amino] 3 cyclobutene 1,2 dione, which was prepared by the reaction of (1S,2R) 2 amino 1,2 diphenylalcohol with dibutyl squarate. The in situ formed chiral oxazaborolidines have been used in the enantioselective borane reduction of prochiral ketones afford the alcohol products in a range 30%~75% enantiomeric excesses. All of the new compounds were confirmed by IR, 1HNMR,MS and element analysis.
【关键词】 手性方酰胺基醇;
手性噁唑硼烷;
芳酮;
不对称催化还原反应;
【Key words】 chiral squaric acid amidoalcohols; chiral oxazaborolidine; aryl ketones; asymmetric catalytic reduction;
【Key words】 chiral squaric acid amidoalcohols; chiral oxazaborolidine; aryl ketones; asymmetric catalytic reduction;
【基金】 香港理工大学资助
- 【文献出处】 四川大学学报(自然科学版) ,JOURNAL OF SICHUAN UNIVERSITY (NATURAL SCIENCE EDITION) , 编辑部邮箱 ,2000年05期
- 【分类号】O621.3
- 【被引频次】7
- 【下载频次】137