Highly General Synthesis of - and -3-Alkylsubstituted Allyboronates via One-Carbon Homologation of Stereospecific 1-Alken-1-ylboronates

Article abstract of DOI:10.1016/S0040-4039(00)61491-0

Stereospecific 1-alkan-1-ylboronates readily react with in situ generated chloromethyllithium, producing the corresponding allylboronate in good yields and in excellent stereochemical purities.These are very important synthetic intermediates and conversion of a representative derivative, -2-(2-heptenyl)-1,3,2-dioxaborinane, 2 (R1=C4H9, R2=R3=H), into several compounds of synthetic interest is described.