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Bis(dimethylamino)phosphorodiamidate: A Reagent for the Regioselective Cyclophosphorylation of cis-Diols Enabling One-Step Access to High-Value Target Cyclophosphates
Author(s) -
Mahipal Yadav,
Ramanarayanan Krishnamurthy
Publication year - 2019
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.9b02694
Subject(s) - chemistry , reagent , moiety , regioselectivity , vicinal , diol , combinatorial chemistry , molecule , polyol , protecting group , organic chemistry , stereochemistry , catalysis , alkyl , polyurethane
Bis(dimethylamino)phosphorodiamidate (BDMDAP) enables an efficient and one-pot cyclophosphorylation of vicinal cis -diol moiety of polyol-organics of biological importance without the need for protecting group chemistry and is amenable to large-scale reactions. The utility of this reagent is demonstrated through the synthesis of high-value targets such as cyclic phosphates of myo -inositol, nucleosides, metabolites, and drug molecules.

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