205526-45-0Relevant articles and documents
Stereocontrolled addition of grignard reagents to chiral 1,3-oxazolidines having N-methoxybenzyl groups : Effect of N-substituent in diastereoselectivity
Yamauchi, Takayasu,Takahashi, Hiroshi,Higashiyama, Kimio
, p. 1813 - 1823 (2007/10/03)
Chiral 1,3-oxazolidines having various N-methoxybenzyl groups were synthesized from (R)-phenylglycinol in three steps. The reactions of chiral 1,3-oxazolidines with Grignard reagents proceeded gently to give the corresponding chiral amines in quantitative yield and high diastereoselectivity. The best results regarding diastereoselectivity were achieved using a chiral 1,3-oxazolidine having N-2,4,6-trimethoxybenzyl moiety. These nitrogen functional groups could be easily removed from the chiral amines using TFA.