节点文献
手性方酰氨基醇配体的合成及催化前手性芳酮和二酮的不对称还原反应
Study on the Enantionselective Borane Reduction of Prochiral Aryl ketones and Diketone Catalyzed by Chiral Squaric Acid Amidoalcohols
【摘要】 方酸与正丁醇回流生成方酸二正丁酯 ,后者与等物质量的氨基醇反应生成手性方酰单氨基醇酯 ,与 2倍以上物质量的氨基醇作用则生成具有C2 对称的手性方酰二氨基醇配体 .新合成的 2~ 6五个配体用于原位制备手性口恶唑硼烷催化前手性芳酮及二酮的不对称还原反应 ,产物手性仲醇的化学得率和ee值分别为 85%~ 98%和 35%~ 98% ,新化合物的结构已被IR、1HNMR、MS和元素分析所证实
【Abstract】 Dibutyl squarate, which was prepared from squaric acid and butanol under reflux conditions, was reacted with one equivalent aminoalcohol and two equivalent aminoalcohols to give chiral squaric acid monoaminoalcohol and C 2 symmetric squaric acid diaminoalcohol, respectively. The chiral oxazaborolidines formed in situ from the squaric acid aminoalcohols have been used as catalysts for the asymmetric reduction of prochiral aryl ketones to afford secondary alcohols in 85%~100% yield and with 35%~98% enantiomeric excesses. The structures of all the new compounds were identified by IR, 1 H NMR MS and elemental analysis.
【Key words】 squaric acid amidoalcohols; chiral oxazaborolidines; asymmetric catalytic reduction; reduction of aryl ketones;
- 【文献出处】 中国科学技术大学学报 ,Journal of University of Science and Technology of China , 编辑部邮箱 ,2001年05期
- 【分类号】O643.3
- 【被引频次】3
- 【下载频次】107