The thesis consists of two parts:Part one:the synthesis technology of (S)-1-Boc-2-aminomethyl-pyrrolidine was studied. (S)-1-Boc-2-aminomethyl-pyrrolidine is a key intermediate. It has wide applications in the pharmaceutical synthesis and asymmetric catalysis. Therefore, the synthesis technology of (S)-1-Boc-2-aminomethyl-pyrrolidine enjoys comprehensive application foreground in chemical industry. (S)-1-Boc-2-aminomethyl-pyrrolidine has four optional synthetic routes. By the exploration of three routes, (S)-l-Boc-2-aminomethyl-pyrrolidine was prepared by using L-proline as raw material via a four-step route. Then, each step was optimized. Finally, (S)-1-Boc-2-aminomethyl-pyrrolidine was synthesized from L-prolinol with easy operatation and yield higher. The pilot was completed. After amplification the cost can be greatly reduced with high economic value and practical significance.Part two:The application of diastereoisomers 40a and 40b in the catalytic asymmetric addition reactions of diethylzinc to aldehydes was investigated. In the presence of a catalytic amount (5 mol%) of the chiral ligand the enantioselective ethylation of arylaldehyde afforded the S configuration and the R configuration products with enantioselectivity of greater than 99% ee. Noteworthy is the fact that obtaining both enantiomers of the product.
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