Pd-Catalyzed Three-Component Domino Reaction of Vinyl Benzoxazinanones for Regioselective and Stereoselective Synthesis of Allylic Sulfone-Containing Amino Acid Derivatives
文献类型:期刊论文
作者 | Hao, Jiping2; Xu, Yi2; Xu, Zhongliang2; Zhang, Zhiqiang1; Yang, Weibo2 |
刊名 | Organic letters |
出版日期 | 2018-12-04 |
ISSN号 | 1523-7052 |
DOI | 10.1021/acs.orglett.8b03440 |
文献子类 | Article |
英文摘要 | A Pd-catalyzed, highly regioselective and stereoselective three-component domino allylic substitution/N-H carbene insertion reaction under mild conditions is described. This reaction demonstrates a wide substrate scope and satisfactory functional group tolerance, providing a broad range of allylic sulfone-containing amino acid derivatives. Moreover, DBU mediates highly diastereoselective cross-dehydrogenative coupling annulation of allylic sulfones without using peroxides or any metal oxidants. This developed protocol affords 7-membered ring heterocyclic compounds incorporating both sulfone-containing amino acid esters and one quaternary carbon center. Mechanistic studies indicate that an unusual umpolung of glycine occurred in this annulation. |
语种 | 英语 |
源URL | [http://119.78.100.183/handle/2S10ELR8/266786] |
专题 | 药物化学研究室 分子影像中心(筹) |
作者单位 | 1.University of Science and Technology Liaoning , Anshan 114051 , China 2.Chinese Academy of Sciences Key Laboratory of Receptor Research , Shanghai Institute of Materia Medica , Shanghai 201203 , China; |
推荐引用方式 GB/T 7714 | Hao, Jiping,Xu, Yi,Xu, Zhongliang,et al. Pd-Catalyzed Three-Component Domino Reaction of Vinyl Benzoxazinanones for Regioselective and Stereoselective Synthesis of Allylic Sulfone-Containing Amino Acid Derivatives[J]. Organic letters,2018. |
APA | Hao, Jiping,Xu, Yi,Xu, Zhongliang,Zhang, Zhiqiang,&Yang, Weibo.(2018).Pd-Catalyzed Three-Component Domino Reaction of Vinyl Benzoxazinanones for Regioselective and Stereoselective Synthesis of Allylic Sulfone-Containing Amino Acid Derivatives.Organic letters. |
MLA | Hao, Jiping,et al."Pd-Catalyzed Three-Component Domino Reaction of Vinyl Benzoxazinanones for Regioselective and Stereoselective Synthesis of Allylic Sulfone-Containing Amino Acid Derivatives".Organic letters (2018). |
入库方式: OAI收割
来源:上海药物研究所
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