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ÎÄÕ£ºDirect regioselective esterification at O-2 of ¦Â-cyclodextrin and hydrolysis by neighboring-group participation£¬E-J. Chem., 2012, 9: 1562-1568

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Direct Regioselective Esterification at O-2 of beta-Cyclodextrin and Hydrolysis by Neighboring-group Participation
×÷Õß:Wang, ZZ (Wang, Zhi-Zhong)[ 1 ] ; Ma, XP (Ma, Xuan-Ping)[ 1 ] ; Wei, XG (Wei, Xiao-Gang)[ 1 ]
E-JOURNAL OF CHEMISTRY
¾í: 9  ÆÚ: 3  Ò³: 1562-1568
³ö°æÄê: 2012
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A simple and efficient strategy for direct regioselective esterification at O-2 of beta-cyclodextrin was developed by using the combination of N, N'-carbonyldiimidazole and carbonate buffer in 1,4-dioxane, which does not require large amounts of polar organic solvents such as DMF, toxic solvents such as CH3CN, or flammable bases such as NaH. Moreover, their hydrolyses by neighboring-group participation were observed. Mono-2-tosyl-beta-cyclodextrin was liable to epoxidation, while mono-2-(p-methylbenzoyl)-beta-cyclodextrin liable to isomerization. They had different mechanisms of hydrolysis.
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×÷Õ߹ؼü´Ê:beta-Cyclodextrin; Regioselective esterification; Neighboring-group participation; Hydrolysis
KeyWords PlusERIVATIVES; CATALYSIS
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ͨѶ×÷ÕßµØÖ·: Wang, ZZ (ͨѶ×÷Õß)
Òþ²ØÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ        Ningxia Med Univ, Sch Pharm, Ningxia Engn Res Ctr Hui Med Modernizat, Ningxia 750004, Peoples R China.
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     Ningxia Medical University
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Òþ²ØÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ        [ 1 ] Ningxia Med Univ, Sch Pharm, Ningxia Engn Res Ctr Hui Med Modernizat, Ningxia 750004, Peoples R China
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     Ningxia Medical University
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Natural Science Foundation of Ningxia Medical University        
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HINDAWI PUBLISHING CORPORATION, 410 PARK AVENUE, 15TH FLOOR, #287 PMB, NEW YORK, NY 10022 USA
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Ñо¿·½Ïò:Chemistry
Web of Science Àà±ð:Chemistry, Multidisciplinary
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ÎÄÏ×ÀàÐÍ:Article
ÓïÖÖ:English
Èë²ØºÅ: WOS:000302358200060
ISSN: 0973-4945
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Impact Factor (Ó°ÏìÒò×Ó): Journal Citation Reports®
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IDS ºÅ: 919VI
Web of Science ºËÐĺϼ¯ÖÐµÄ "ÒýÓõIJο¼ÎÄÏ×": 11
Web of Science ºËÐĺϼ¯ÖÐµÄ "±»ÒýƵ´Î": 0
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2Â¥: Originally posted by Godblesswz at 2016-04-24 19:48:53
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ÎÄÕÂÌâÄ¿£ºDirect regioselective esterification at O-2 of ¦Â-cyclodextrin and hydrolysis by neighboring-group participation
3Â¥2016-04-24 19:57:22
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3Â¥: Originally posted by wangzzsc at 2016-04-24 19:57:22
ÎÄÕÂÌâÄ¿£ºDirect regioselective esterification at O-2 of ¦Â-cyclodextrin and hydrolysis by neighboring-group participation...




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