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[DMAPTs] + Cl − : A Promising Versatile Regioselective Tosyl Transfer Reagent
Author(s) -
Donthulachitti Chiranjeevi,
Kothakapu Sridhar Reddy,
Shekunti Ravi Kumar,
Neella Chandra Kiran
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700675
Subject(s) - regioselectivity , moiety , chemistry , reagent , diol , tosyl , selectivity , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
Regioselective monotosylation, for the first time on 2,4‐ syn & 2,4‐ anti configured ene‐tetrols and on diols & triols was achieved in excellent yields and selectivity by employing [DMAPTs] + Cl − , 1 . We also proposed and developed operational flexible preferential regio‐complimentary tosylation of cis ‐1,2‐diol moiety of pyranosides by employing 1 . Further NMR correlation for unambiguous structure determination of regioselectivity and also preferred conformations of these pyranosides were established.