Chiral trifluoromethylated 2-butenolides for the construction of 6-deoxy-6,6,6-trifluorosugars
Abstract
Optically active 2-butenolides with a trifluoromethyl (CF3) group are synthesized via enzymatic optical resolution and are selectively transformed into 6,6,6-trifluororhodinose and amicetose by base-promoted 1,2-migration of a tert-butyldimethylsilyl moiety in a highly efficient manner.