2015年11月
Copper- and Silver-Catalyzed Diastereo- and Enantioselective Conjugate Addition Reaction of 1-Pyrroline Esters to Nitroalkenes: Diastereoselectivity Switch by Chiral Metal Complexes
JOURNAL OF ORGANIC CHEMISTRY
- ,
- ,
- ,
- ,
- 巻
- 80
- 号
- 21
- 開始ページ
- 10883
- 終了ページ
- 10891
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/acs.joc.5b02024
- 出版者・発行元
- AMER CHEMICAL SOC
syn-Diastereoselective conjugate addition of 1-pyrroline esters to nitroalkenes in good yields with an excellent enantioselectivity by using CuOAc/Me-FcPHOX catalyst in the presence of pyridine. In contrast, AgOAc/tBu-ThioClickFerrophos catalyzed the anti diastereoselective conjugate addition with a high enantioselectivity without additional base. Thus, the preparation of chiral 1-pyrroline derivatives bearing diverse stereochemistry could be achieved. The diastereoselective reduction of the imine group in the conjugate adduct could afford the 2,5-cis-proline ester derivative.
- リンク情報
- ID情報
-
- DOI : 10.1021/acs.joc.5b02024
- ISSN : 0022-3263
- PubMed ID : 26426827
- Web of Science ID : WOS:000364435000045