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Volumn 65, Issue 13, 2009, Pages 2703-2710

Regioselective O-acylation of myo-inositol 1,3,5-orthoesters: dependence of regioselectivity on the stoichiometry of the base

Author keywords

Acylation; Cyclitol; Inositol; Orthoester; Regioselectivity; Transesterification

Indexed keywords

4 O ACETYL MYOINOSITOL 1,3,5 ORTHOACETATE; 4 O ACETYL MYOINOSITOL 1,3,5 ORTHOFORMATE; 4 O BENZOYL MYOINOSITOL 1,3,5 ORTHOACETATE; 4 O BENZOYL MYOINOSITOL 1,3,5 ORTHOFORMATE; 4 O LAUROYL MYOINOSITOL 1,3,5 ORTHOFORMATE; 4 O PIVALOYL MYOINOSITOL 1,3,5 ORTHOFORMATE; INOSITOL DERIVATIVE; POTASSIUM DERIVATIVE; POTASSIUM TERT BUTOXIDE; SODIUM DERIVATIVE; SODIUM HYDRIDE; UNCLASSIFIED DRUG;

EID: 60649101075     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.01.060     Document Type: Article
Times cited : (13)

References (97)
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    • note
    • Although intramolecular acyl migration by addition-elimination at the C4-ester carbonyl group seems unlikely based on the inherent rigidity of myo-inositol orthoester framework, occurrence of intramolecular acyl migration by direct substitution on the acyl carbon cannot be ruled out. Also, intermolecular mutual acyl transfer in a homodimer (or homo-aggregates) formed as a result of self-assembly can also be invoked to rationalize the experimental observation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.