Michael K. Manthey, Concepción González-Bello and Chris Abell
(2R)-2-Bromodehydroquinic acid and
(2R)-2-fluorodehydroquinic acid† have each been
synthesised in six steps from quinic acid via the common
intermediate 6. The syntheses exploit the selective protection of the
4-hydroxy group of the quinic acid lactone 3 with
tert-butyldimethylsilyl chloride.