Stereoselective acyclic synthesis via allylmetals: vicinal diols from γ-alkoxyallylaluminium compounds and aldehydes or ketones
作者:Masato Koreeda、Yoshio Tanaka
DOI:10.1039/c39820000845
日期:——
The reaction of in situ generated γ-alkoxyallylaluminiumcompounds with aldehydes or ketones at –78 °C leads to the highly diastereoselective formation of mono-protected vicinaldiols; the precursor to exo-brevicomin was efficiently synthesised using this method.
Stereoselective acyclic synthesis via allylmetals: Threo vicinal diols from both - and -γ-alkoxyallyltins and aldehydes
作者:Masato Koreeda、Yoshio Tanaka
DOI:10.1016/s0040-4039(00)95670-3
日期:1987.1
Both - and -γ-alkoxyallyltins stereoselectively add to aldehydes in the presence of BF3·OEt2 at −78°C in CH2Cl2 to produce the threo (or syn) vicinaldiol monoalkyl ether unit.