408351-19-9Relevant academic research and scientific papers
Asymmetric syntheses of new functionalized β-amino alcohols via diastereoselective addition of organometallic reagents onto oxazolidines
Agami, Claude,Comesse, Sebastien,Kadouri-Puchot, Catherine
, p. 1496 - 1500 (2002)
Diastereoselective reactions between (S)-phenylglycinol-derived oxazolidines and two unsaturated organolithium reagents afforded chiral β-amino alcohols having vinyl and alkynylsilane moieties. When the same reactions were performed in the presence of titanium isopropoxide, a dramatic change of regioselectivity was observed, from the α- to the γ-position, thus producing β-amino alcohols with allyl or allenylsilane functions. A rationalization of the observed diastereoselectivity was suggested for each case.
