Systematization of optical resolution and development of new chiral materials

我们主要研究了结晶法的光学分辨率。用赤基-2-氨基-1，2-二苯乙醇拆分Sclareolide，并由光学活性Sclareolide合成了一种天然类型的Ambrox。以1-萘乙胺为拆分试剂，对椰子香精的主要成分--γ-壬基内酯进行了拆分。拆分了用于合成药物的3-羟基-4-丁内酯，并由此衍生出一些具有五元环结构的光学活性化合物；合成并拆分了具有稠环结构的手性胺和氨基醇，即1-氨基吲哚和1-amino-2-hydroxy-1，2，3，4-tetrahydronaphtalene。用旋光性的胺和氨基醇拆分了多种羧酸，讨论了拆分剂的分子结构与拆分能力的关系；利用反式-2-苯甲酰胺环己烷羧酸拆分的光学活性氰醇合成了一些铁电液晶，并对其铁电性进行了评价；合成了光学活性的2-色氨酸衍生物，并用圆二色谱确定了它们的绝对构型。以2-铬甲酸为原料合成了一些手性向列相材料，并对它们的螺旋扭转力进行了评价。

We have mainly studied on optical resolutions with crystallization method. Sclareolide was resolved by erythro-2-amino-1,2-diphenylethanol, and a natural type of Ambrox was synthesized from the optically active Sclareolide. gamma-Nonyllactone which was a chief ingredient of coconut flavor was resolved by 1-naphtylethylamine. 3-Hydroxy-4-butanolide which was useful for synthesis of medicinal compounds was resolved, and some optically active compounds having a five-membered ring structure were derived from it.New chiral amines and aminoalchols having a condensed-ring structure, namely 1-aminoindane and 1-amino-2-hydroxy-1,2,3,4-tetrahydronaphtalene were synthesized and resolved. Many kind of carboxylic acids were resolved by the optically active amines and aminoalchols, and a relationship between molecular structure of resolving agents and their resolving ability was discussed.Using optically active cyanohydrins resolved by trans-2-benzamidocyclohexane carboxylic acid, some ferroelectric liquid crystals were synthesized, and their ferroelectricities were evaluated.Optically active chroman-2-carboxylic acid derivatives were synthesized, and their absolute configurations were determined by the circular dichromism. Some chiral nematic materials were synthesized using chroman-2-carboxylic acid, and their helical twisting powers were evaluated.