Description

• General description: Copper-catalyzed borylation of 2-(2-bromoethyl)-1,3-dioxolane with bis(pinacolato)diboron followed by treatment with potassium bifluoride affords the key organotrifluoroborate reagent[1].2-(2-Bromoethyl)-1,3-dioxolane is a cyclic ether derivative with a dioxolane ring, used as a building block in organic synthesis and polymer industry.[2]
• Application: 2-(2-Bromoethyl)-1,3-dioxolane was used:as starting reagent for the synthesis of (5Z,9Z)-5,9-hexadecadienoic acid, (5Z,9Z)-5,9-nonadecadienoic acid and (5Z,9Z)-5,9-eicosadienoic acid[3]in synthesis of 1-deoxy-castanospermine and 1-deoxy-8a-epi-castanospermine[4]in asymmetric total synthesis of both enantiomers of marine mollusk metabolite pulo′upone via Evans′ asymmetric Diels-Alder reaction[5]as alkylating agent for amines[6], dithianes[7] and carboximides[8]with eynamides and sodium azide in a "one-pot" synthesis of triazoles[9]