一、以酮類分子為起始物進行一鍋化合成醯醇類分子之研究二、以掌性甲基[ 3.2.1 ]雙環胺醇化合物為有機催化劑進行不對稱加成反應

Abstract

Ⅰ、In our laboratory, we had synthesized of 1-acyl-1-indanols via three steps1, before. First, a wittig reaction of indanone molecules with benzyltriphenyl-phosphoniumchloride, in the presence of butyl lithium, furnished phenylmethyl alkene. Then, dihydroxylation of phenylmethyl alkene with Osmium tetraoxide and T.M.O. reaction gave a diol compound, in which the secondary group was further oxidized to carbonyl. Poor overall yield via three steps. Therefore, we use 1,3-dithiane as areagent for one-pot synthesis. Thus, in a one-pot synthesis reaction. First, at low temperature of n-BuLi and 2-phenyl-1,3-dithiane, and added the indanone molecular form intermediate 1,3-dithiane derivative, and then hydrolysis by NBS-AgNO3 form 1-acyl-1-indanols. Therefore, this method use in other ketone molecules, and we successfully to the the target compounds. This method is simple more than before, and we successful use of one-pot synthesis reaction via intermediate 1,3-dithiane derivatives converted form acyl alcohol derivatives. Ⅱ、The Michael addition reaction and Friedel-Crafts are generally regarded as one of the most efficient carbon-carbon bond forming reactions, and studies concerning this reaction have play an important role in the development of organic chemistry. In this study, a new class of pyrrolidine derivative 194 prepared from camphor and L-proline. The direct Michael addition reaction of variety aldehyde to nitrostyrene, and using nitrostyrene as substrates to achieve asymmetric Friedel-Crafts alkylation of indole has been paid considerable attention. Although they can’t get good result in Michael addition reaction and Friedel-Crafts reaction, we hope the organocatalyst 194 can catalyze other reactions with high chemical tield and diastereo- and enantioselectivity in the future.