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Development of New Synthesis of Sulfur-oxazoline Ligands

This thesis is the use of commercially available methyl 2-iodobenzoate as the starting material and was prepared into iodine - oxazoline compound 118. Then, we undergo copper-catalyzed cross-coupling reactions of compound 118with thiols, and were readily facilitated to afford the corresponding desired products 127¡B136 in good to excellent yields. This method not only modified short- comings of that adding strong base to synthesis of sulfur-oxazoline ligands in past years but also has a good yield performances, the yield is 70 -87%. And we will use this strategy to undergo one pot reaction of carbon-sulfur coupling in future. In the end, we used new sulfur-oxazoline ligands127¡B128 in the Pd-catalyzed asymmetric alkylation of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate. and reaction ee% were high, with the best result of 99% and 93% conversion.

Identiferoai:union.ndltd.org:NSYSU/oai:NSYSU:etd-1003111-232108
Date03 October 2011
CreatorsHuang, Nan-Yuan
ContributorsChin-Hsing Chou, Ming-Jung Wu, Michael Yen-Nan Chiang
PublisherNSYSU
Source SetsNSYSU Electronic Thesis and Dissertation Archive
LanguageCholon
Detected LanguageEnglish
Typetext
Formatapplication/pdf
Sourcehttp://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1003111-232108
Rightsuser_define, Copyright information available at source archive

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