By: Josephine Nakhla, Aldrich ChemFiles 2009, 9.2, 9.

Aldrich ChemFiles 2009, 9.2, 9.

Despite a long-standing belief that formyl groups cannot be generated at quaternary carbon centers via hydroformylation, Clarke and Roff have developed a method utilizing 1,3,5,7-tetramethyl-6-phenyl-2,4,8- trioxa-6-phosphaadamantane, an air-stable phosphane ligand, which inhibited hydrogenation and provided excellent levels of regioselectivity (for quaternary versus linear regioisomer) (Scheme 5).1

Scheme 5.

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  1. Clarke, M. L.; Roff, G. J. Chem.-Eur. J. 2006, 12, 7978.

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