Convenient synthesis of alcohol O-hemiesters using isopropenyl esters as acylating reagents: synthesis of hydrophilic oxaunomycin 10-O-hemiester derivatives

Convenient synthesis of alcohol O-hemiesters using isopropenyl esters as acylating reagents: synthesis of hydrophilic oxaunomycin 10-O-hemiester derivatives
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使用异丙烯酯作为酰化剂方便合成醇O-半酯:亲水性奥沙诺霉素10-O-半酯衍生物的合成

DOI:
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发表时间:
1993
期刊:
影响因子:
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通讯作者:
S. Fukui
S. Fukui
中科院分区:
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文献类型:
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作者:
Y. Kita;H. Maeda;F. Takahashi;S. Fukui

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在催化量的浓H_2SO_4或对甲苯磺酸存在下,通过与异丙烯酯4a-f反应,然后选择性地脱保护末端酯,以良好的产率方便地合成了各种类型的醇O-半酯7a-m。将该方法应用于制备亲水性奥沙霉素10-O-半酯衍生物14 a、B和19 a-c。
Various types of alcohol O-hemiesters 7a–m were synthesized conveniently in good yield by reaction with isopropenyl esters 4a–f in the presence of a catalytic amount of conc. H2SO4 or toluene-p-sulfonic acid followed by selective deprotection of the terminal esters. This method was applied to a preparation of hydrophilic oxaunomycin 10-O-hemiester derivatives 14a, b and 19a–c.
DOI: 10.1021/jm00147a017
发表时间: 1985
影响因子: 7.3
作者:
Israel,M;Potti,PG;Seshadri,R
通讯作者: Seshadri,R