444814-32-8Relevant academic research and scientific papers
Novel stereoselective synthesis of functionalized oxazolidinones from chiral aziridines
Park, Chan Sun,Kim, Min Sung,Sim, Tae Bo,Pyun, Do Kyu,Lee, Cheol Hae,Choi, Daeock,Lee, Won Koo,Chang, Jae-Won,Ha, Hyun-Joon
, p. 43 - 49 (2007/10/03)
Enantiomerically pure N-(R)-α-methylbenzyl-4(R)-(chloromethyl)oxazolidinones (4R)-5a-k were synthesized in one step and high yields from various aziridine-2-methanols (S)-2a-k by intramolecular cyclization with phosgene. The α-methylbenzyl substituent on the nitrogen was easily cleaved to give both enanatiomers of 4-(chloromethyl)oxazolidinones (R)-7a and (S)-7a. (R)-7a was used for the efficient syntheses of (L)-homophenylalaninol analogues (S)-12a-j. We also applied the same methodology to prepare oxazolidinones 9a-c containing a heteroatom-substituted alkyl group at C-4 in high yields.
