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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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https://apps.webofknowledge.com/ ... age=1&doc=1
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


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Ò³: 1562-1568
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E-JOURNAL OF CHEMISTRY  

³ö°æÉÌ HINDAWI PUBLISHING CORPORATION, 410 PARK AVENUE, 15TH FLOOR, #287 PMB, NEW YORK, NY 10022 USA

ISSN: 0973-4945

Ñо¿ÁìÓò Chemistry



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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) Ningxia Med Univ, Sch Pharm, Ningxia Engn Res Ctr Hui Med Modernizat, Ningxia 750004, Peoples R China.
  ÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ
    Ningxia Medical University  


µØÖ·:  [ 1 ] Ningxia Med Univ, Sch Pharm, Ningxia Engn Res Ctr Hui Med Modernizat, Ningxia 750004, Peoples R China
  ÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ
    Ningxia Medical University  


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Natural Science Foundation of Ningxia Medical University  XT201001  
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Financial support from the Natural Science Foundation of Ningxia Medical University (No. XT201001) is gratefully acknowledged.

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HINDAWI PUBLISHING CORPORATION, 410 PARK AVENUE, 15TH FLOOR, #287 PMB, NEW YORK, NY 10022 USA

Àà±ð / ·ÖÀà
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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IDS ºÅ: 919VI

Web of Science ºËÐĺϼ¯ÖÐµÄ "ÒýÓõIJο¼ÎÄÏ×": 11

Web of Science ºËÐĺϼ¯ÖÐµÄ "±»ÒýƵ´Î": 0

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CHEMISTRY, MULTIDISCIPLINARY  Q4


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ÎÄÕÂÌâÄ¿£ºDirect regioselective esterification at O-2 of ¦Â-cyclodextrin and hydrolysis by neighboring-group participation
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ÎÄÕÂÌâÄ¿£ºDirect regioselective esterification at O-2 of ¦Â-cyclodextrin and hydrolysis by neighboring-group participation...




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