Indium-Mediated Preparation of Bis(α-hydroxyallenes) or α,α′-Dihydroxyallenynes and Further Gold-Catalyzed Cyclizations
We present the regio- and diastereoselective Barbier-type allenylation reaction of glyoxals mediated by indium to furnish highly valuable <i>syn</i>-bis(α-hydroxyallenes) and <i>syn</i>-α,α'-dihydroxyallenynes. The gold-catalyzed controlled cyclization of these unsaturated diols enables the divergent preparation of three types of oxacycles.
Authors
- Hikaru Yanai (ORCID: https://orcid.org/0000-0003-4638-5113)
- Teresa Martínez del Campo (ORCID: https://orcid.org/0000-0002-8729-4085)
- Sara Cembellín (ORCID: https://orcid.org/0000-0001-9884-9042)
- Pedro Almendros (ORCID: https://orcid.org/0000-0001-6564-2758)
- Daniel San Martín
- Eva Cerrón
- Laura Gamarra
Institutions
- Universidad Complutense de Madrid (ES)
- Tokyo University of Pharmacy and Life Sciences (JP)
- Instituto de Química Orgánica General (ES)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-17
- DOI
- https://doi.org/10.1021/acs.joc.4c01648
- Citations
- 4
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.00
Funders
- Universidad Complutense de Madrid
- Ministerio de Ciencia e Innovación
- Japan Society for the Promotion of Science
- Agencia Estatal de Investigación