1 research outputs found
Enantioselective Synthesis of a Furan Lignan (+)-Sylvone
A synthesis of natural tetrahydrofuran
lignan (+)-sylvone is achieved
starting from methyl allenoate in 5 steps. The synthesis begins from
an enantioselective aldol reaction of methyl allenoate with 3,4-dimethoxybenzaldehyde
to afford α-addition aldol adduct. Key steps for the synthesis
of sylvone include an oxacyclization of the α-hydroxy allenyl
adduct followed by a Michael addition of a 1,3-dithiane derivative
to establish a sylvone skeleton with suitable stereoselections