904848-89-1Relevant academic research and scientific papers
Isolation and syn elimination of a peterson adduct to obtain optically pure product in the diastereoselective synthesis of oxazolidinone-functionalized enecarbamates
Solomon, Marissa R.,Saito, Hideaki,Sivaguru,Jockusch, Steffen,Inoue, Yoshihisa,Adam, Waldemar,Turro, Nicholas J.
body text, p. 362 - 366 (2010/04/23)
The Peterson reaction of (4R)-N-(trimethylsilyl)methyl-4-alkyloxazolidin-2- one gives (E/Z)-(4R)-N-(2', 3'- diphenylbut-1'-enyl)-4-alkyloxazolidin-2-ones (enecarbamates) with increasing (Z)-selectivity and moderate-to-high diastereoselectivity in the indi
Conformationally controlled (entropy effects), stereoselective vibrational quenching of singlet oxygen in the oxidative cleavage of oxazolidinone-functionalized enecarbamates through solvent and temperature variations
Sivaguru,Solomon, Marissa R.,Saito, Hideaki,Poon, Thomas,Jockusch, Steffen,Adam, Waldemar,Inoue, Yoshihisa,Turro, Nicholas J.
, p. 6707 - 6717 (2007/10/03)
On photooxygenation (methylene blue as sensitizer) of E/Z enecarbamates, equipped with the oxazolidinone chiral auxiliary, the oxidative cleavage of the alkenyl functionality releases the enantiomerically enriched methyldesoxybenzoin (MDB) product. The ex
Highly diastereoselective dioxetane formation in the photooxygenation of enecarbamates with an oxazolidinone chiral auxiliary: Steric control in the [2 + 2] cycloaddition of singlet oxygen through conformational alignment
Adam, Waldemar,Bosio, Sara G.,Turro, Nicholas J.
, p. 8814 - 8815 (2007/10/03)
The photooxygenation of oxazolidinone-substituted enecarbamates leads to diastereomerically pure dioxetanes. The high diastereoselectivity is rationalized in terms of effective π-facial control achieved by shielding one side of the double bond with the ch
