D-Mannose has been converted by six sequential reactions (acetonation, Wittig-intramolecular Michael reaction, selective deacetonation, glycol cleavage oxidation and Grignard reaction) into the methyl esters 9 and 10 which underwent a de-isopropylidenation reaction with concommitant lactonisation to give the (3S,4R)- and (3S,4R,7S)-diastereoisomers of goniofufurone 1 and 2.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry