@article {47669,
	title = {Access to enantiomeric organic compounds with potential for synthesis via racemic conglomerates: inositol derivatives as a case in point},
	journal = {Crystal Growth \& Design},
	volume = {21},
	year = {2021},
	month = {JUL},
	pages = {3786-3797},
	type = {Article},
	abstract = {The crystal structure database was used to identify inositol derivatives that could be crystallizing as racemic conglomerates. Among the six racemic inositol derivatives identified, racemic 4-O-tosyl-6-O-benzyl-myo-inositol-1,3,5-orthoformate (A) was found to be a true conglomerate and was resolved on the multigram scale by the preferential crystallization technique. This resolution procedure does not require the use of any enantiomeric resolving agent. The resolved enantiomers of A are useful for the synthesis of natural and unnatural enantiomeric derivatives of inositol, since they carry orthogonal hydroxy protecting groups. Racemic 4-O-methanesulfonyl-myo-inositol-1,3,5-orthoformate (B) on crystallization from common organic solvents generally yielded racemic twin crystals, while in the presence of structural analogs as additives, they yielded true racemic crystals. A comparison of the crystal structures of the true racemate, twinned crystal and crystal of one of the enantiomers of B, revealed the reasons for the formation of polymorphic (twin) crystals. Such instances are relatively rarely encountered but nevertheless shed light on our understanding of polymorphism and twinning of crystals.},
	issn = {1528-7483},
	doi = {10.1021/acs.cgd.1c00126},
	author = {Patil, Nivedita T. and Patil, Madhuri T. and Sarkar, Nitai and Gonnade, Rajesh G. and Shashidhar, Mysore S.}
}
@article {49351,
	title = {Asymmetric synthesis of inositol derivatives},
	journal = {Tetrahedron},
	volume = {162},
	year = {2024},
	month = {AUG},
	pages = {134113},
	type = {Article},
	abstract = {<p>
	Both the enantiomers of racemic 4- O -tosyl-6- O -benzyl- myo -inositol-1,3,5-orthoformate ( 2 ) were isolated by preferential crystallization and used to synthesize several enantiomeric myo -inositol derivatives - natural ononitol, natural laminitol, precursors for myo -inositol phosphates and an oxabicyclo [2.2.1] heptane derivative. This work demonstrates the potential of the enantiomeric tosylates D2 and L2 to serve as versatile starting materials for the absolute asymmetric synthesis of inositol derivatives and other natural products from symmetric myo -inositol since no optically active molecular entity was required for the resolution of 2.</p>
},
	keywords = {Asymmetric synthesis, Carbohydrate, Cyclitol, Inositol, Natural product},
	issn = {0040-4020},
	doi = {10.1016/j.tet.2024.134113},
	author = {Patil, Nivedita T. and Sarkar, Nitai and Mysore, S. Shashidhar and Gonnade, Rajesh G.}
}
