Enantioselective and Regiodivergent Gold and Chiral Brønsted Acid Catalyzed Cycloisomerization/Diels-Alder Reaction of 1,10-Dien-4-yn-3-yl Acetates: Synthesis of Norbornene-Embedded Tricarbocycles.

Autor: León Rojas AF; School of Chemistry, Monash University, Clayton, Victoria 3800, Australia., Chong YY; School of Chemistry, Monash University, Clayton, Victoria 3800, Australia., Kyne SH; School of Chemistry, University of New South Wales, Sydney, New South Wales 2052, Australia., Xia B; Department of the Biological Environment, Jiyang College of Zhejiang A&F University, Zhuji 311800, China.; School of Chemistry, Monash University, Clayton, Victoria 3800, Australia., Chan PWH; Department of the Biological Environment, Jiyang College of Zhejiang A&F University, Zhuji 311800, China.; School of Chemistry, Monash University, Clayton, Victoria 3800, Australia.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2024 Apr 19; Vol. 26 (15), pp. 3037-3042. Date of Electronic Publication: 2024 Apr 01.
DOI: 10.1021/acs.orglett.4c00621
Abstrakt: A synthetic method for the enantioselective and regiodivergent synthesis of hexahydro-2 H -2,4a-methanonaphthalen-4-yl and octahydro-2,4-methanoazulen-1-yl esters that relies on the gold(I)- and chiral Brønsted acid-catalyzed cycloisomerization/Diels-Alder (CDA) reaction of ( E )-1,10-dien-4-yn-3-yl acetates is described.
Databáze: MEDLINE