Total synthesis of four diastereoisomers of Goniofufurone from d-(−)- or l-(+)-tartaric acid

(+) and (−)-Goniofufurones, (+) and (−)-8-epi-goniofufurones have been synthesized from d-(−) and l-(+)-tartaric acids by the addition of ethyl lithiopropiolate to a chiral aldehyde intermediate as a key step, in which LDA is the best base compared to n-BuLi plus Lewis acid YCl3 (cat.).