Publication

Synthesis of labile all-trans-7,8,7′,8′-bis-acetylenic carotenoids by bi-directional Horner-Wadsworth-Emmons condensation

Vaz, B., Fontán, N., Castiñeira, M., Álvarez, R. & De Lera, Á. R., 14-Mar-2015, In : Organic and Biomolecular Chemistry. 13, 10, p. 3024-3031 8 p.

Research output: Contribution to journalArticleAcademicpeer-review

Copy link to clipboard

Documents

  • Synthesis of labile all-trans-7,8,7′,8′-bis-acetylenic carotenoids by bi-directional Horner–Wadsworth–Emmons condensation

    Final publisher's version, 576 KB, PDF document

    Request copy

DOI

A new stereoselective synthesis of the C40-bis-acetylenic carotenoids all-trans-(3R,3′R)-alloxanthin and all-trans-3,4,7,8,3′,4′,7′,8′-octadehydro-β,β-carotene, both compounds featuring a stereochemically labile C7-C10 enyne, based on a bi-directional Horner-Wadsworth-Emmons (HWE) reaction of a C15-phosphonate and a central C10-dialdehyde, is reported. The triene unit of the latter fragment was synthesized using the acyclic metathesis/dimerization reaction.

Original languageEnglish
Pages (from-to)3024-3031
Number of pages8
JournalOrganic and Biomolecular Chemistry
Volume13
Issue number10
Publication statusPublished - 14-Mar-2015
Externally publishedYes

ID: 134759319