288145-04-0Relevant articles and documents
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 (2007/10/03)
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.
Dramatic change of regioselectivity in the addition of silylated organolithium reagents with oxazolidines induced by the presence of a titanium salt
Agami,Comesse,Kadouri-Puchot
, p. 6059 - 6062 (2007/10/03)
Diastereoselective reactions between oxazolidines and organolithium reagents afford β-amino alcohols having chiral vinyl and alkynylsilane moieties. A meaningful change of regioselectivity, from the α- to the γ-position, occurred when these reactions were