2008年6月
C(2) symmetric chiral NHC ligand for asymmetric quaternary carbon constructing copper-catalyzed conjugate addition of Grignard reagents to 3-substituted cyclohexenones
JOURNAL OF ORGANIC CHEMISTRY
- ,
- ,
- 巻
- 73
- 号
- 12
- 開始ページ
- 4578
- 終了ページ
- 4581
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/jo800613h
- 出版者・発行元
- AMER CHEMICAL SOC
The asymmetric construction of quaternary carbon centers by conjugate addition of Grignard reagents to 3-methyl- and 3-ethylcyclohexenones was realized in a maximum enantioselectivity of 80% by using a C(2) symmetric chiral N-heterocyclic carbene (NHC)-copper catalyst, generated from (4S,5S)-1,3-bis(2-methoxyphenyl)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate and copper(II) triflate. The stereostructures of the NHC-Au complexes were analyzed by X-ray crystallography, which rationalized the good stereocontrolling ability of N-aryl NHCs.
- リンク情報
- ID情報
-
- DOI : 10.1021/jo800613h
- ISSN : 0022-3263
- Web of Science ID : WOS:000256757100027