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Studies On Synthesis Of A Dimeric Thymol Derivative

Posted on:2008-06-18Degree:MasterType:Thesis
Country:ChinaCandidate:Y JiaoFull Text:PDF
GTID:2121360215957398Subject:Organic Chemistry
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This thesis aims at studies on the synthesis of a dimer of thymol derivative, and it consists of the following two parts:Part 1. Studies on the synthesis of a dimeric thymol derivative.Firstly, designed a biosynthetic pathway to compound (1) depending on its potential biogenesic approach.Secondly, designed a symmetric coupling pathway according as its symmetry. We tried to use Friedel-Crafts acylation, symmetric coupling, Negishi coupling reactions to synthesis the key intermediate compound (10) which was an aromatic1,4-diketon. But we were failing.Finally, synthesized the key intermediate compound (31) in eight steps from the m-cresol, which involved symmetric coupling, reduction by Raney-Ni, hydrocyanation by TMSCN and reduction by DIBAL-H, etc. The total yield was 8.2 %. Synthesized seventeen coupounds, seven of these compounds were new compounds. Every compound could be corroborated its configuration through the methods of spectrum.Part 2. The progress of hydrocyanation reaction (Review).In this chapter, the progress of hydrocyanation reaction was reviewed. This review has covered the history of the hydrocyanation reaction's development. Especially the progresses of asymmetric hydrocyanation reaction in the recent years were described in detail. We described the progresses of asymmetric hydrocyanation reaction dividing by the aldehyde and ketone compounds and the types of the catalysts. In this review, 108 references were quoted.
Keywords/Search Tags:Derivative
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