Stereoselective total synthesis of (+)-varitriol, (-)-varitriol, 5'-epi-(+)-varitriol, and 4'-epi-(-)-varitriol from D-mannitol.
Stereoselective total syntheses of natural (+)-varitriol (1), (-)-varitriol (2), 5'-epi-(+)-varitriol (3), and 4'-epi-(-)-varitriol (4) have been accomplished with use of D-mannitol as a chiral pool material. The Heck reaction was used to assemble the olefinic sugar moiety and the aromatic triflate moiety.
Ghosh
Subhash
S
Indian Institute of Chemical Technology, Hyderabad 500607, India. yadavpub@iict.res.in
Pradhan
Tapan Kumar
TK
D001592:Benzyl Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D008353:Mannitol / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D001592:Benzyl Alcohols; D005663:Furans; C456047:varitriol; D008353:Mannitol