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Synthesis 2011(14): 2205-2207  
DOI: 10.1055/s-0030-1260055
PSP
© Georg Thieme Verlag Stuttgart ˙ New York

Efficient, Low-Cost Synthesis of Retinal (Vitamin A Aldehyde)

Damian P. Hruszkewycz, Kathryn R. Cavanaugh, Kathryn T. Takamura, Lora M. Wayman, Robert W. Curley Jr.*
Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, USA
Fax: +1(614)2922435; e-Mail: curley.1@osu.edu;
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Publikationsverlauf

Received 8 April 2011
Publikationsdatum:
20. Mai 2011 (online)

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Abstract

Inexpensive retinyl acetate has been subjected to transesterification followed by allylic oxidation to give retinal in 98% yield as a 92:8 mixture of all-trans/13-cis isomers after chromatographic separation. More convenient methods of isolating the all-trans isomer have also been employed.

Key words

retinyl acetate - retinal - transesterification - allylic oxidation - isomerization

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