Preparation of -arylglycals via Suzuki-Miyaura cross-coupling of dihydropyranylphosphates.

The preparation of -arylglycals has been accomplished employing the Suzuki-Miyaura cross-coupling reaction of dihydropyranylphosphates with arylboronate esters. The reaction is tolerant of both electron-donating (EDG) and electron-withdrawing (EWG) groups on the aromatic ring and affords the corresponding -arylglycals in good to excellent yields (68-97%). Additionally, the ketene acetal phosphate derived from 6-deoxy-3,4-di--benzyl-L-rhamnal also couples efficiently to yield -arylglycals in excellent yields.