噁噻硼烷－氯化鎵錯合物催化不對稱 Diels-Alder 反應之研究;Oxathiaborolium Gallium Chloride Complexes Catalyzed Asymmetric Diels-Alder Reactions

Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/71351

Title:	噁噻硼烷－氯化鎵錯合物催化不對稱 Diels-Alder 反應之研究;Oxathiaborolium Gallium Chloride Complexes Catalyzed Asymmetric Diels-Alder Reactions
Authors:	蔡玫伶;Tsai,Mei-Ling
Contributors:	化學學系
Keywords:	Diels-Alder反應;噁噻硼烷
Date:	2016-07-27
Issue Date:	2016-10-13 12:46:13 (UTC+8)
Publisher:	國立中央大學
Abstract:	以市售的5-溴基戊酸乙酯為起始物經由四步驟可以得到手性硫化物5a-c。另外，利用市售的苯并噻吩作為起始物，經由六步驟後合成具有光學活性的硫化物5d。硫化物5a-d 在三氯化鎵的幫助下合成出新穎的噁噻硼烷－氯化鎵錯合物18a-d，成功將其應用在不對稱Diels-Alder 催化反應得到不錯的產率及鏡像選擇性。;The chiral tetrahydrothiophene derivatives 5a-c were synthesized from commercially available 5-bromovalerate in 4 steps and the chiral dihydrobenzothiophene derivatives 5d was synthesized from commercially available benzothiophene in 6 steps. We successfully synthesized a novel oxathiaborolium using gallium trichloride as the halophile, and successfully applied it in catalystic and asymmetric Diels-Alder reactionin excellent yield with high stereoselectivity.
Appears in Collections:	[Graduate Institute of Chemistry] Electronic Thesis & Dissertation

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