Current trends and advancements in Ferrier and Petasis-Ferrier rearrangement

TFA-induced conversion of glycals to 2-deoxy-sugars and their utility in synthesizing 2-deoxy-glycosyl esters

“…11 The Ferrier rearrangement is a nucleophilic substitution reaction in glycals with a migration of a double bond to the 2,3-position in the presence of an activator. 11–14 In this scenario, these glycals predominantly yielded allylic pyranoses rather than 2-deoxy sugars. These allylic pyranoses can be converted into deoxy sugars upon reduction.…”

Brønsted acid-mediated selective α-alkenylation of 3,4-dihydro-2H-pyrans

“…Herein we disclose a novel strategy by reaction of 3,4-dihydro-2 H -pyran derivatives with potassium alkenyltrifluoroborates achieving their α-alkenylation (Scheme 1C). This protocol features mild reaction conditions, readily available starting materials, broad substrate scope and diverse valuable products, and the substrates of glycals can be adapted through a Ferrier-type 12 alkenylation process to obtain the corresponding functionalized sugars.…”