23 research outputs found
Asymmetric synthesis of all the stereoisomers of tarchonanthuslactone
We describe herein an efficient synthesis of all the four stereoisomers of tarchonanthuslactone from (R)-3-hydroxy butanoate, easily prepared from L-threonine. The approach involves the use of a ÎČ,Îł-unsaturated ÎŽ-lactone as an intermediate, obtained via a Kulinkovich reaction followed by a ring-closing metathesis strategy
A ring-closing metathesis approach toward formal total synthesis of (+)-diplodialide A
An asymmetric formal total synthesis of diplodialide A 1a has been achieved starting from methyl acetoacetate 6 and (R)-3-buten-2-ol 7. The macrocyclic ring core of (+)-diplodialide A 1a was constructed, in an excellent yield, by using a ring-closing metathesis strategy
Elaboration of a BaylisâHillman adduct to (â)-acaterin and its diastereomer through ring closing metathesis
A short and efficient synthesis of acaterin, a biologically important natural product has been achieved by elaboration of a Baylis-Hillman adduct. The key step for the synthesis is a ring closing metathesis reaction using Grubbsâ catalyst