114671-11-3Relevant academic research and scientific papers
Chiral 4,5-Disubstituted Oxazolidin-2-ones: Stereoselective Synthesis of β-Hydroxy-α-amino Acids
Giovanni, Maria Cristina Di,Misiti, Domenico,Zappia, Giovanni,Monache, Giuliano Delle
, p. 475 - 482 (2007/10/03)
The stereocontrolled synthesis of β-hydroxy-α-amino acids from O-benzyl D- and L-serine, by the use of 4,5-disubstituted oxazolidin-2-ones as chiral intermediates, is presented as a suitable alternative to the known procedures.The reported synthesis of both enantiomers of threo-3-hydroxyglutamic acid and (2S,3R)-3-hydroxyproline together with a flexible and stereodivergent preparation of threonine analogues is discussed as an example of the versatility of the present approach.
Syntheses and reactions of silyl carbamates. 2. A new mode of cyclic carbamate formation from tert-butyldimethylsilyl carbamate
Sakaitani, Masahiro,Ohfune, Yasufumi
, p. 1150 - 1158 (2007/10/02)
Stereoselective construction of 1,2 and 1,3 amino hydroxyl systems was achieved by the intramolecular trapping of the N-tert-butyldimethylsilyloxycarbonyl species (silyl carbamate) activated by fluoride ion. The reaction of the silyl carbamate with 1,2-sy
Pd-catalyzed ScN′ reactions: Stereoselective formation of cyclic carbamates from tert-butyldimethylsilyl carbamates
Spears, Glen W.,Nakanishi, Koji,Ohfune, Yasufumi
, p. 5339 - 5342 (2007/10/02)
Stereo selective formation of cyclic carbamates was achieved by the intramolecular trapping of a tert-butyldimethylsilyloxycarbonyl group with allylic esters upon activation with fluoride and cat. Pd(O). The reactive conformation is proposed to be D. The
A NEW MODE OF CYCLIC CARBAMATE FORMATION VIA tert.-BUTYLDIMETHYLSILYL CARBAMATE. STEREOSELECTIVE SYNTHESES OF STATINE AND ITS ANALOGUE
Sakaitani, Masahiro,Ohfune, Yasufumi
, p. 3987 - 3990 (2007/10/02)
Stereoselective construction of 1,2- and 1,3-amino hydroxyl systems was carried out using SN2' (initiated by AgF or AgF-Pd(II)) cyclic carbamate formations from tert.-butyldimethyl silyl carbamates.This method was applied to the syntheses of st
