文献类型：专利

英文题名：Multi-functional chiral amine compound for proper solvent e.g. toluene, in asymmetrical Michael addition reaction of e.g. 2(5H)-furanone, comprises primary amine, secondary amine and sulfonyl or sulfinyl or amine functional group

作者：HUANG H;JIN Z;LIANG X;YE J;YU F;ZHOU Y

机构：[1]UNIV EAST CHINA SCI&TECHNOLOGY;[2]UNIV EAST CHINA SCI & TECHNOLOGY

申请号：CN102241615-A

申请日：2010-05-11

公开日：2011-11-16

语种：英文

收录：DERWENT

摘要：NOVELTY - A multi-functional chiral amine compound comprises a primary amine, a secondary amine and sulfonyl or sulfinyl or amine functional group, where the amine compound is expressed by a formula (I). USE - Multi-functional chiral amine compound for a proper solvent e.g. toluene, dichloromethane, trichloromethane, tetrahydrofuran, 1,4-dioxane, ethyl acetate, acetonitrile or C1-C6 alcohol solvent, in asymmetrical Michael addition reaction of alpha , beta -unsaturated ketone and 2(5H)-furanone (all claimed). ADVANTAGE - The compound has high catalyzing activity and stereo-selectivity in asymmetrical Michael addition reaction of alpha , beta -unsaturated ketone and 2(5H)-furanone, and has high non-corresponding selectivity. The compound has high enantio-selectivitiy of 99% and wide reaction substrate range. DETAILED DESCRIPTION - An INDEPENDENT CLAIM is also included for a method for preparing a multi-functional chiral amine compound, involves reacting chiral amine with 1-1.5 mol of sulfonyl chloride or acyl chloride at 30-40 degrees C using a reaction solvent to obtain N-monosulfonyl or acyl protected chiral diamine, where the reaction solvent comprises dichloromethane, tetrahydrofuran and/or acetonitrile. A selective ring opening reaction is performed with N-protected azacyclopropane using the acyl protected chiral diamine at 20-100 degrees C to obtain acyl protected chiral triamine followed by a selective de-protection process at 0-80 degrees C to obtain the multi-functional chiral amine compound.