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ChemInform Abstract: Asymmetric Induction in Darzens Condensation by Means of (-)-8-Phenylmenthyl and (-)-Menthyl Auxiliaries.

✍ Scribed by R. TAKAGI; J. KIMURA; Y. SHINOHARA; Y. OHBA; K. TAKEZONO; Y. HIRAGA; S. KOJIMA; K. OHKATA

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199825126

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✦ Synopsis

Asymmetric Induction in Darzens Condensation by Means of (-)-8-Phenylmenthyl and (-)-Menthyl Auxiliaries.

-The Darzens condensation of symmetric ketones like (I) or the ketones (IV) with (-)-8-phenylmenthyl halogenoacetates is found to proceed with good to high diastereoselectivity.

Moderate diastereoselectivity is observed with benzaldehyde and N-benzylideneaniline.

Using (-)-menthyl as auxiliary low stereoselectivity is found. -(

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