289046-83-9Relevant academic research and scientific papers
Regio- and diastereochemical aspects of the additions of Li or Zn derivatives of methoxypropene to oxazolidines derived from phenylglycinol
Alladoum, Jeanne,Roland, Sylvain,Vrancken, Emmanuel,Kadouri-Puchot, Catherine,Mangeney, Pierre
, p. 1855 - 1858 (2008/02/09)
Diastereoselective additions of methoxypropene-derived lithium and zinc reagents to oxazolidines are investigated. The lithium allylic carbanion reacts with oxazolidines to afford mainly the β-amino alcohols with an enol ether function (γ-adduct) and the
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.
