The study of using intramolecular nucleophile substitution to synthesis the furan ring,and the synthesis of(-)-Pachastrissamine

碩士 === 國立中央大學 === 化學研究所 === 100 === (-)-Pachastrissamine was synthesized using (3R,4R)-hexa- 1,5-diene-3,4-diol 48 as the starting material. We applied Sharpless epoxidation to create the third chirality center. Tert-Butyldimethylsilyl chloride was used to protect the remaing two hydroxyl groups. Li...

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Main Authors:	Cheng-Wei Lin, 林振暐
Other Authors:	Duen-Ren Hou
Format:	Others
Language:	zh-TW
Published:	2012
Online Access:	http://ndltd.ncl.edu.tw/handle/03971992450565539484

id	ndltd-TW-100NCU05065082
record_format	oai_dc
spelling	ndltd-TW-100NCU050650822015-10-13T21:22:38Z http://ndltd.ncl.edu.tw/handle/03971992450565539484 The study of using intramolecular nucleophile substitution to synthesis the furan ring,and the synthesis of(-)-Pachastrissamine 分子內親核取代反應合成呋喃環之探討 ─ (-)-Pachastrissamine之合成 Cheng-Wei Lin 林振暐碩士國立中央大學化學研究所 100 (-)-Pachastrissamine was synthesized using (3R,4R)-hexa- 1,5-diene-3,4-diol 48 as the starting material. We applied Sharpless epoxidation to create the third chirality center. Tert-Butyldimethylsilyl chloride was used to protect the remaing two hydroxyl groups. Lithium iodie was used to open the epoxides. Next, triphenylphosphine and sodium azide was used to yield aziridine, so the chirality center on the epoxides was inverted. Hydrofluoric acid was applied to promote the intramolecular nucleophilic substitution to give the tetrahydrohuran. The synthesis of (-)-Pachastrissamine was achieved by cross metathesis and hydrogenation. Duen-Ren Hou 侯敦仁 2012 學位論文 ; thesis 102 zh-TW
collection	NDLTD
language	zh-TW
format	Others
sources	NDLTD
description	碩士 === 國立中央大學 === 化學研究所 === 100 === (-)-Pachastrissamine was synthesized using (3R,4R)-hexa- 1,5-diene-3,4-diol 48 as the starting material. We applied Sharpless epoxidation to create the third chirality center. Tert-Butyldimethylsilyl chloride was used to protect the remaing two hydroxyl groups. Lithium iodie was used to open the epoxides. Next, triphenylphosphine and sodium azide was used to yield aziridine, so the chirality center on the epoxides was inverted. Hydrofluoric acid was applied to promote the intramolecular nucleophilic substitution to give the tetrahydrohuran. The synthesis of (-)-Pachastrissamine was achieved by cross metathesis and hydrogenation.
author2	Duen-Ren Hou
author_facet	Duen-Ren Hou Cheng-Wei Lin 林振暐
author	Cheng-Wei Lin 林振暐
spellingShingle	Cheng-Wei Lin 林振暐 The study of using intramolecular nucleophile substitution to synthesis the furan ring,and the synthesis of(-)-Pachastrissamine
author_sort	Cheng-Wei Lin
title	The study of using intramolecular nucleophile substitution to synthesis the furan ring,and the synthesis of(-)-Pachastrissamine
title_short	The study of using intramolecular nucleophile substitution to synthesis the furan ring,and the synthesis of(-)-Pachastrissamine
title_full	The study of using intramolecular nucleophile substitution to synthesis the furan ring,and the synthesis of(-)-Pachastrissamine
title_fullStr	The study of using intramolecular nucleophile substitution to synthesis the furan ring,and the synthesis of(-)-Pachastrissamine
title_full_unstemmed	The study of using intramolecular nucleophile substitution to synthesis the furan ring,and the synthesis of(-)-Pachastrissamine
title_sort	study of using intramolecular nucleophile substitution to synthesis the furan ring,and the synthesis of(-)-pachastrissamine
publishDate	2012
url	http://ndltd.ncl.edu.tw/handle/03971992450565539484
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The study of using intramolecular nucleophile substitution to synthesis the furan ring,and the synthesis of(-)-Pachastrissamine

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