دورية
Intramolecular Hydrogen Abstraction in Radicals Derived from Inositol 1,3Acetals: Efficient Access to Cyclitols
| العنوان: | Intramolecular Hydrogen Abstraction in Radicals Derived from Inositol 1,3Acetals: Efficient Access to Cyclitols |
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| المؤلفون: | Murali, Chebrolu, Gurale, Bharat P., Shashidhar, Mysore S. |
| المصدر: | European Journal of Organic Chemistry; February 2010, Vol. 2010 Issue: 4 p755-764, 10p |
| مستخلص: | The benzylidene acetals obtained by cleavage of the orthobenzoate moiety in myoinositol 1,3,5orthobenzoate were used to prepare mono as well as dideoxy inositol derivatives via their xanthates. The dideoxygenation is a result of intramolecular abstraction of the benzylidene acetal hydrogen and subsequent cleavage of the acetal ring. Such a cleavage does not take place in analogous acetals derived from other orthoesters. The 1,3acetals derived from myoinositol 1,3,5orthoesters were also used to prepare neoinositol and isomeric deoxyamino inositols. Most of the reactions in these synthetic sequences starting from myoinositol give one product in each step. The results presented here show that myoinositol 1,3,5orthobenzoate offers many advantages over other orthoesters for the synthesis of cyclitol derivatives from myoinositol. |
| قاعدة البيانات: | Supplemental Index |
Full Text Finder | تدمد: | 1434193X 10990690 |
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| DOI: | 10.1002/ejoc.200901156 |