Gamma-lactone-tethered ring-closing metathesis. A route to enantiomerically enriched gamma-lactones alpha,beta-fused to medium-sized rings.
[reaction: see text] The stereoselective alkylation of alpha-(phenylsulfonyl)-beta-[(methoxycarbonyl)methyl]-gamma-lactones obtained by the base-induced cyclization of enantiomerically enriched alpha-[(phenylthio)acyl]-alpha,beta-unsaturated esters and ring-closing olefin metathesis (RCM) are the basis of a new approach for gaining access to gamma-lactones that are alpha,beta-fused to medium-sized carbocycles and cyclic ethers.
Rodríguez
Carmen M
CM
Instituto Universitario de Bio-Orgánica Antonio González, Universidad de La Laguna, C/Astrofísico Francisco Sánchez, 2, 38206 La Laguna, Tenerife, Spain.
Ravelo
José Luis
JL
Martín
Víctor S
VS