Pd-catalyzed Regio- and Stereoselective Hydrostannylation of an Alkyl Ethynyl Ether/One-Pot Stille Coupling Enables the Synthesis of 14-Membered Macrolactone of Luminamicin
| Autor: | Akihiro Sugawara, Takeshi Yamada, Aoi Kimishima, Takanori Matsumaru, Hirokazu Takada, Toshiaki Sunazuka, Tomoyasu Hirose, Masaki Toda, Toru Kojima |
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| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Stereochemistry Organic Chemistry Ether 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Stereocenter Catalysis Stille reaction chemistry.chemical_compound chemistry Organic synthesis Stereoselectivity Luminamicin Physical and Theoretical Chemistry Alkyl |
| Zdroj: | Organic letters. 23(5) |
| ISSN: | 1523-7052 |
| Popis: | Regio- and stereoselective hydrostannylation of alkyl ethynyl ethers generates alkenyl ethers, which are useful building blocks in organic synthesis. This efficient synthetic method, however, is limited. Here, we report not only an efficient method for a highly regio- and stereoselective Pd-catalyzed hydrostannylation of alkyl ethynyl ethers but also a scalable synthesis and construction of the core framework of luminamicin possessing all functional groups and stereocenters. |
| Databáze: | OpenAIRE |
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