Abstract
Potassium tert-butoxide (0.1 mol%) catalyzed a vinylogous Mukaiyama aldol reaction between aromatic and aliphatic aldehydes with 2-(trimethylsilyloxy)furan. The corresponding γ-butenolides were obtained in good yields with good diastereoselectivities.
GRAPHICAL ABSTRACT
![](/cms/asset/8cb84202-2fb0-4ae8-9796-5e5304274fcf/lsyc_a_538888_o_uf0001.gif)
ACKNOWLEDGMENT
This work was supported by the Start-Up Foundation for Young Scientists of Shihezi University (RCZX200806).
Notes
a Reaction conditions: 1a (1.2 equiv), 2a (1.0 equiv), t BuOK (1 mol %).
b Yields after purification by column chromatography.
c syn and anti ratio was determined by 1H NMR analysis of the crude products.
d Performed at 0 °C.
e Performed at −20 °C.
f 0.1 mol % t BuOK was loaded.
g No t BuOK.
a Reaction conditions: 1a (1.2 equiv), 2 (1.0 equiv), t BuOK (0.1 mol %).
b Yields after purification by column chromatography.
c syn and anti ratio was determined by 1H NMR analysis of the crude products.