Indium-Mediated Preparation of Bis(α-hydroxyallenes) or α,α′-Dihydroxyallenynes and Further Gold-Catalyzed Cyclizations

  1. Martínez del Campo, Teresa 1
  2. San Martín, Daniel 1
  3. Gamarra, Laura 1
  4. Cerrón, Eva 1
  5. Cembellín, Sara 1
  6. Yanai, Hikaru 2
  7. Almendros, Pedro 3
  1. 1 Grupo de Lactamas y Heterociclos Bioactivos, Departamento de Química Orgánica, Unidad Asociada al CSIC, Facultad de Química, Universidad Complutense de Madrid, Madrid 28040, Spain
  2. 2 School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji ,Tokyo192-0392, Japan
  3. 3 Instituto de Química Orgánica General, IQOG, CSIC, Juan de la Cierva 3, Madrid 28006, Spain
Erakutsi afiliazioak +
Aldizkaria:
The Journal of Organic Chemistry

ISSN: 0022-3263,  1520-6904

Argitalpen urtea: 2024

Mota: Artikulua

DOI: 10.1021/ACS.JOC.4C01648 GOOGLE SCHOLAR lock_openSarbide irekia editor

Beste argitalpen batzuk: The Journal of Organic Chemistry

Laburpena

We present the regio- and diastereoselective Barbier-type allenylation reaction of glyoxals mediated by indium to furnish highly valuable syn-bis(α-hydroxyallenes) and syn-α,α′-dihydroxyallenynes. The gold-catalyzed controlled cyclization of these unsaturated diols enables the divergent preparation of three types of oxacycles.

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