A mild and efficient method for the selective cleavage of primary p-methoxybenzyl protecting group of saccharides by Co2(CO)8–Me2PhSiH–CO system
[Display omitted] A mild and efficient method to selectively cleave p-methoxybenzyl (PMB) ether with a catalytic amount of Co2(CO)8, hydrosilane and CO (1atm) is presented. The cleavage reaction shows regioselectivity to primary O-PMB of a variety of permethoxybenzylated saccharides and chemoselecti...
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| Published in | Tetrahedron letters Vol. 56; no. 37; pp. 5238 - 5241 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
OXFORD
Elsevier Ltd
09.09.2015
Elsevier |
| Subjects | |
| Online Access | Get full text |
| ISSN | 0040-4039 1873-3581 |
| DOI | 10.1016/j.tetlet.2015.07.051 |
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| Abstract | [Display omitted]
A mild and efficient method to selectively cleave p-methoxybenzyl (PMB) ether with a catalytic amount of Co2(CO)8, hydrosilane and CO (1atm) is presented. The cleavage reaction shows regioselectivity to primary O-PMB of a variety of permethoxybenzylated saccharides and chemoselectivity to O-Bn, sulfur-containing group and common ester protecting groups. |
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| AbstractList | A mild and efficient method to selectively cleave p-methoxybenzyl (PMB) ether with a catalytic amount of Co2(CO)8, hydrosilane and CO (1atm) is presented. The cleavage reaction shows regioselectivity to primary O-PMB of a variety of permethoxybenzylated saccharides and chemoselectivity to O-Bn, sulfur-containing group and common ester protecting groups. [Display omitted] A mild and efficient method to selectively cleave p-methoxybenzyl (PMB) ether with a catalytic amount of Co2(CO)8, hydrosilane and CO (1atm) is presented. The cleavage reaction shows regioselectivity to primary O-PMB of a variety of permethoxybenzylated saccharides and chemoselectivity to O-Bn, sulfur-containing group and common ester protecting groups. A mild and efficient method to selectively cleave p-methoxybenzyl (PMB) ether with a catalytic amount of Co-2(CO)(8), hydrosilane and CO (1 atm) is presented. The cleavage reaction shows regioselectivity to primary O-PMB of a variety of permethoxybenzylated saccharides and chemoselectivity to O-Bn, sulfur-containing group and common ester protecting groups. (C) 2015 Elsevier Ltd. All rights reserved. |
| Author | Meng, Xiang-bao Qian, Peng-zhan Huang, Lu-bai Li, Zhong-jun Yao, Wang |
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| Cites_doi | 10.1016/S0040-4039(15)00259-2 10.1021/ol051856h 10.1016/j.carres.2011.08.015 10.1016/j.tet.2014.07.003 10.1021/ol902717y 10.1021/jo301787v 10.1002/anie.197908371 10.1055/s-1996-5441 10.1021/ja00772a043 10.1039/C4CP02095B 10.1016/S0040-4039(01)88977-2 10.1021/jo0507901 10.1021/jo00381a030 10.1080/10426509908031626 10.1016/j.tet.2005.05.041 10.1021/jo800979a 10.1016/j.tet.2012.04.001 10.1039/c3ra42113a 10.1021/jo2018284 |
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A mild and efficient method to selectively cleave p-methoxybenzyl (PMB) ether with a catalytic amount of Co2(CO)8, hydrosilane and CO (1atm)... A mild and efficient method to selectively cleave p-methoxybenzyl (PMB) ether with a catalytic amount of Co-2(CO)(8), hydrosilane and CO (1 atm) is presented.... A mild and efficient method to selectively cleave p-methoxybenzyl (PMB) ether with a catalytic amount of Co2(CO)8, hydrosilane and CO (1atm) is presented. The... |
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| SubjectTerms | carbohydrates chemical reactions chemical structure Chemistry Chemistry, Organic chemoselectivity Cleavage Co2(CO)8 organic compounds p-Methoxybenzyl Physical Sciences Regioselectivity Science & Technology |
| Title | A mild and efficient method for the selective cleavage of primary p-methoxybenzyl protecting group of saccharides by Co2(CO)8–Me2PhSiH–CO system |
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