Organocatalytic regio-, diastereo- and enantioselective γ-additions of isoxazol-5(4H)-ones to β,γ-alkynyl-α-imino esters for the synthesis of axially chiral tetrasubstituted α-amino allenoates
| Autor: | Xuling Chen, Anqi Huang, Hanhui Zhao, Shuai Liang, Fushuai Li, Yepeng Luan, Pengfei Li, Wenjun Li |
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| Rok vydání: | 2021 |
| Předmět: | |
| Zdroj: | Organic Chemistry Frontiers. 8:1243-1248 |
| ISSN: | 2052-4129 |
| Popis: | The chiral phosphoric acid catalyzed regio-, diastereo- and enantioselective reaction of isoxazol-5(4H)-ones with β,γ-alkynyl-α-imino esters has been developed. With the established methodology, γ-addition of β,γ-alkynyl-α-imino esters and C-allenylation of isoxazol-5(4H)-ones were achieved with high regio- and stereoselectivities, affording diverse α-imino allenoates featuring an adjacent quaternary carbon stereocenter and an axially chiral tetrasubstituted allene motif in high yields. |
| Databáze: | OpenAIRE |
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