A convenient and stereoselective synthesis of 11Z-3, 4-didehydroretinal by Horner-Emmons reaction using diphenyl phosphonate
A Wada, F Wang, M Ito
Index: Wada, Akimori; Wang, Fei; Ito, Masayoshi Chemical and Pharmaceutical Bulletin, 2008 , vol. 56, # 1 p. 112 - 114
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Citation Number: 4
Abstract
A convenient synthesis of 3, 4-didehydroretinal was developed. The Horner–Emmons reaction between 3, 4-didehydro-β-ionone and diphenyl phosphonate in the presence of crown ether gave the retinonitrile as an isomeric mixture, in which the newly produced double bond was predominantly 11Z-form. After separation of the 11Z-form retinonitrile, it was converted into the corresponding retinal in good yield without isomerization of the ...
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