780795-84-8Relevant academic research and scientific papers
Unusual regioselection in the Mitsunobu reactions of syn-2,3-dihydroxy esters: Synthesis of statine and its diastereomer
Ko, Soo Y.
, p. 2689 - 2691 (2002)
Mitsunobu reactions of syn-2,3-dihydroxy esters exhibit a complete regioselection for the β-hydroxyl group. Benzoylation, azidation, and tosylation have been performed under these conditions. β-Functionalizations of syn-2,3-dihydroxy esters are uncommon, and the Mitsunobu reactions are complementary to other diol chemistries in the regioselection. In addition, the configurational inversion accompanying the Mitsunobu protocol offers a means for diastereochemical diversity, as exemplified by a synthesis of statine and its anti diastereomer. These findings will further expand the synthetic utilities of the Sharpless AD process.
A facile Ph3P/CO2 mediated, one-pot synthesis of 2-oxazolidinones from 1, 2-azido alcohols via phosphazene and isocyanate intermediates
Madhusudhan,Reddy, M. Srinivasa,Reddy, Y. Narayana,Vijayalakshmi,Suribabu,Balraju
experimental part, p. 978 - 984 (2010/10/19)
A facile, efficient and convenient method has been developed for the one-pot synthesis of 2-oxazolidinones from the corresponding 1, 2-azido alcohols via phosphazene and isocyanate intermediates in presence of Ph 3P/CO2 in toluene.
Highly regioselective ring opening of epoxides using NaN3: A short and efficient synthesis of (-)-cytoxazone
Boruwa, Joshodeep,Borah, Jagat C.,Kalita, Biswajit,Barua, Nabin C.
, p. 7355 - 7358 (2007/10/03)
A convenient and efficient synthesis of 1,2-azido alcohols has been achieved by regioselective ring opening of epoxides using NaN3 and 4 ? molecular sieves in acetonitrile. The utility of this method has been demonstrated by achieving a short synthesis of (-)-cytoxazone in 48% overall yield.
