Attempts to co-crystallise 3-arylbutanoic acid derivatives with isonicotinamide\ud
have led to co-crystals and novel polymorphs of the\ud
isonicotinamide co-former appearing under similar crystallisation\ud
conditions
Both the efficiency and the stereoselectivity in baker's‐yeast‐mediated reduction of ketones are strongly influenced by both the presence and the position of sulfur substituents, or indeed by the use of sulfur‐containing additives. Interestingly the oxidation level of the sulfur substituent has a powerful impact on the outcome of the yeast reduction. It is apparent that use of the sulfone moiety as a substituent to influence the efficiency and stereoselectivity in ketone reduction is substantially more effective than use of the analogous sulfide and sulfoxide moieties.
An
efficient synthetic approach leading to introduction of the hydroxymethyl
group to an aryl moiety via combination of the Bouveault formylation
and hydride reduction has been optimized using a rational, mechanistic-based
approach. This approach enabled telescoping of the two steps into
a single efficient process, readily amenable to scaleup.
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