Bidirectional Hiyama-Denmark Cross-Coupling Reactions of Bis-silyldeca-1,3,5,7,9-pentaenes for the Synthesis of Symmetrical and Non-symmetrical Carotenoids.

The construction of the carotenoid skeleton by Pd-catalyzed Csp2-Csp2 cross-coupling reactions of symmetrical and non-symmetrical 1,10-bissilyldeca-1,3,5,7,9-pentaenes and the corresponding complementary alkenyl iodides has been developed. Reaction conditions for these bidirectional and orthogonal Hiyama-Denmark cross-coupling reactions of bis-functionalized pentaenes are mild and the carotenoid products preserve the stereochemical information of the corresponding oligoene partners. The carotenoids synthesized in this manner include β,β-carotene and (3R,3´R)-zeaxanthin (symmetrical) as well as 9-cis-β,β-carotene, 7,8-dihydro-β,β-carotene and β-cryptoxanthin (non-symmetrical).

• Publication year

  2019

• Venue

  Chemistry

• Publication date

  2019-11-13

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1002/chem.201903080PMID 31456273
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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