@article { ISI:000264206200011,
	title = {Regioselective O-acylation of myo-inositol 1,3,5-orthoesters: dependence of regioselectivity on the stoichiometry of the base},
	journal = {Tetrahedron},
	volume = {65},
	number = {13},
	year = {2009},
	month = {MAR},
	pages = {2703-2710},
	publisher = {PERGAMON-ELSEVIER SCIENCE LTD},
	address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND},
	abstract = {<p>A metal mediated unusual 1-3 acyl migration from C4-O to C2-OH of myo-inositol 1,3,5-orthoformate was observed during the alkylation of racemic 4-O-benzoyl-myo-inositol 1,3,5-orthoformate. This has been exploited for the selective esterification of either the C4(6)-OH or the C2-OH of myo-inositol by varying the amount of the base used. While the use of 1 equiv of the base (sodium hydride or potassium tert-butoxide) for the acylation of myo-inositol orthoesters gives the corresponding C4-ester exclusively, the use of two or more equivalents of base for the same reaction gives the C2-ester exclusively. The relatively higher stability of the alkoxide of racemic 2-O-acyl-myo-inositol 1,3,5-orthoester as compared to the alkoxide of 4-O-acyl-myo-inositol 1,3,5-orthoester is suggested to be responsible for the observed isomerization. (c) 2009 Elsevier Ltd. All rights reserved.</p>},
	keywords = {Acylation, Cyclitol, Inositol, Orthoester, Regioselectivity, transesterification},
	issn = {0040-4020},
	doi = {10.1016/j.tet.2009.01.060},
	author = {Sureshan, Kana M. and Devaraj, Subramanian and Shashidhar, Mysore S.}
}
@article { ISI:000278611900017,
	title = {Orthogonally protected cyclohexanehexols by a {\textquoteleft}{\textquoteleft}one reaction - one product{\textquoteright}{\textquoteright} approach: efficient access to cyclitols and their analogs},
	journal = {European Journal of Organic Chemistry},
	number = {15},
	year = {2010},
	month = {MAY},
	pages = {2945-2953},
	publisher = {WILEY-BLACKWELL},
	address = {COMMERCE PLACE, 350 MAIN ST, MALDEN 02148, MA USA},
	abstract = {<p>Differentially protected myo-inositol derivatives were prepared from commercially available myo-inositol through regioselective O-alkylation reactions, which give a single product in each step. These derivatives were converted into six isomeric inositol derivatives carrying orthogonal hydroxy protecting groups. For all these reactions, conditions were chosen to prevent the formation of isomeric products, which obviates the need for separation of isomers and provides the required cyclitol derivative in very good yields. The synthetic potential of these derivatives was illustrated by the conversion of some of the orthogonally protected inositol derivatives into other cyclitol derivatives. Isomeric inositols were also prepared by the global deprotection of all the hydroxy groups.</p>},
	keywords = {Alkylation, cyclitols, Inositol, Protecting groups, Regioselectivity},
	issn = {1434-193X},
	doi = {10.1002/ejoc.201000009},
	author = {Jagdhane, Rajendra C. and Shashidhar, Mysore S.}
}
