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Synthesis of cis-2,cis-4-vitamin A acid by a Wittig condensation

Christoph Garbers,David Schneider,J. P. van der Merwe

Condensation

Chemistry

Cis–trans isomerism

1968

cis-2 Vitamin A acid and the hitherto unknown cis-2,cis-4 vitamin A acid are obtained by condensation of 3-methyl-5-(1,3,3-trimethylcyclohexenyl)penta-trans-2,trans-4-dienylidenephosphorane (IV) with cis-β-formyl-crotonic acid (II). Controlled stereomutation of the cis-2,cis-4-acid yielded cis-2- and all-trans vitamin A acid. cis-β-Formylcrotonic acid is isomerised to the trans-acid (I) by treatment with base.

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“Synthesis of cis-2,cis-4-vitamin A acid by a Wittig condensation” is a paper by Christoph Garbers David Schneider J. P. van der Merwe published in 1968. It has an Open Access status of “closed”. You can read and download a PDF Full Text of this paper here.