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36.7.1.1.9 Method 9: Prévost–Woodward Dihydroxylation

DOI: 10.1055/sos-SD-036-00589

Nativi, C.; Roelens, S.Science of Synthesis, (200836773.

The reaction of alkenes with iodine and silver acetate in aqueous acetic acid (Woodward's dihydroxylation) is characterized by syn dihydroxylation of the more hindered face of the alkene.[‌84‌] Conversely, anti dihydroxylation is generally achieved using iodine and silver benzoate in the absence of water, following Prévost's procedure.[‌85‌] This is exemplified by the conversion of styrene into 1,2-dibenzoate 55, which is then saponified to the corresponding anti-1,2-diol (Scheme 25).[‌86‌]

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Meeeeeeeeeee Meeeeeeee

8-Meeeeeeeeeee-8,8-eeee (88); Meeeeee Meeeeeeee:[‌88‌]

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