Base-Free Palladium-Catalyzed Synthesis of 2-Alkoxy-1,3-Dienes from Primary Propargyl Carbonates with Benzyl Alcohols
Although several methods have been reported for the synthesis of 1,3-diene skeletons from propargyl esters, only a few are effective for the synthesis of 2-alkoxy-1,3-dienes. Herein, we report a convenient palladium-catalyzed synthesis of these compounds using primary propargyl carbonates and benzyl alcohols. Mono-substituted 1,3-dienes were synthesized in up to 80% yield using various benzyl alcohols. Furthermore, the robustness and versatility of this method were demonstrated through a gram-scale synthesis and a one-pot reaction.
Authors
- Shinsuke Inagi (ORCID: https://orcid.org/0000-0002-9867-1210)
- Kosuke Sato (ORCID: https://orcid.org/0000-0003-3914-0249)
- Yuichiro Tokoro (ORCID: https://orcid.org/0000-0002-5889-7645)
- Toshio Koizumi (ORCID: https://orcid.org/0000-0001-8017-2395)
- Yoichiro Eriguchi (ORCID: https://orcid.org/0009-0001-0334-5034)
- Masayuki Munemoto
- Shin-Ichi Yamamoto
Institutions
- Institute of Science Tokyo (JP)
- Ministry of Defense (JP)
- National Defense Academy of Japan (JP)
Publication Details
- Journal
- Synlett
- Published
- 2026-10-15
- DOI
- https://doi.org/10.1055/a-2983-1983
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00