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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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ÎÄÕÂÌâÄ¿£ºDirect regioselective esterification at O-2 of ¦Â-cyclodextrin and hydrolysis by neighboring-group participation
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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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Ðľ²_ÒÀÈ»: ½ð±Ò+5, ¸ÐлӦÖú 2016-04-24 22:02:12
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
²é¿´ÆÚ¿¯ÐÅÏ¢
ÕªÒª
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.
¹Ø¼ü´Ê
×÷Õ߹ؼü´Ê:beta-Cyclodextrin; Regioselective esterification; Neighboring-group participation; Hydrolysis
KeyWords PlusERIVATIVES; CATALYSIS
×÷ÕßÐÅÏ¢
ͨ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.
  ÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ
     Ningxia Medical University
µØÖ·:
Òþ²ØÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ        [ 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
µç×ÓÓʼþµØÖ·:wangzzsc@yahoo.com
»ù½ð×ÊÖúÖÂл
»ù½ð×ÊÖú»ú¹¹        ÊÚȨºÅ
Natural Science Foundation of Ningxia Medical University        
XT201001
²é¿´»ù½ð×ÊÖúÐÅÏ¢   
³ö°æÉÌ
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
ÎÄÏ×ÐÅÏ¢
ÎÄÏ×ÀàÐÍ:Article
ÓïÖÖ:English
Èë²ØºÅ: WOS:000302358200060
ISSN: 0973-4945
ÆÚ¿¯ÐÅÏ¢
Impact Factor (Ó°ÏìÒò×Ó): Journal Citation Reports®
ÆäËûÐÅÏ¢
IDS ºÅ: 919VI
Web of Science ºËÐĺϼ¯ÖÐµÄ "ÒýÓõIJο¼ÎÄÏ×": 11
Web of Science ºËÐĺϼ¯ÖÐµÄ "±»ÒýƵ´Î": 0
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SCI¼ìË÷µÄ£º
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


¾í: 9
ÆÚ: 3
Ò³: 1562-1568
³ö°æÄê: 2012

²é¿´ÆÚ¿¯ÐÅÏ¢

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



ÕªÒª
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.

¹Ø¼ü´Ê
×÷Õ߹ؼü´Ê:beta-Cyclodextrin; Regioselective esterification; Neighboring-group participation; Hydrolysis

KeyWords PlusERIVATIVES; CATALYSIS

×÷ÕßÐÅÏ¢
ͨ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  


µç×ÓÓʼþµØÖ·:wangzzsc@yahoo.com

»ù½ð×ÊÖúÖÂл
»ù½ð×ÊÖú»ú¹¹ ÊÚȨºÅ
Natural Science Foundation of Ningxia Medical University  XT201001  
²é¿´»ù½ð×ÊÖúÐÅÏ¢¹Ø±Õ»ù½ð×ÊÖúÐÅÏ¢   

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

³ö°æÉÌ
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

ÎÄÏ×ÐÅÏ¢
ÎÄÏ×ÀàÐÍ:Article

ÓïÖÖ:English

Èë²ØºÅ: WOS:000302358200060

ISSN: 0973-4945

ÆäËûÐÅÏ¢
IDS ºÅ: 919VI

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

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

JCR® Àà±ð JCR ·ÖÇø
CHEMISTRY, MULTIDISCIPLINARY  Q4


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