No abstract

N‐Acylpyrazoles afford chemoselectively the corresponding ketones in good yields by the use of equimolar amounts of Grignard reagent. In the case of an optically active N‐acylpyrazole, optical asymmetry was retained in comparable optical yield. Ketone formation by the Grignard reactions can be regarded as an important functionalization in a synthetic loop using pyrazoles as the auxiliary compound.

The conversion of N‐acylpyrazoles into β‐keto esters was accomplished efficiently by the treatment with α‐bromo esters and zinc dust. Using this Reformatsky reaction of N‐acylpyrazoles, 4‐(protected amino)‐3‐oxoalkanoic acid derivatives were conveniently prepared as the key intermediates in the synthesis of statines.

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ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.