Chemical and Pharmaceutical Bulletin p. 1822 - 1825 (2000)
Update date:2022-08-16
Topics:
Takahashi
Tanaka
Sakamoto
Imai
Funakoshi
Sakai
Suemune
Rh-Catalyzed cyclization was applied to the formation of a chiral quaternary carbon. It has become clear that the Rh-complex can discriminate between isopropenyl and 2-isopentenyl (or isopentyl) substituents, and the cyclization afforded 3,3,4-trisubstituted cyclopentanones with a chiral quaternary carbon in a stereoselective manner. The cyclization of 4-pentenals 6a, b by an achiral neutral Rh(PPh3)3Cl afforded 3,3,4-cis-trisubstituted cyclopentanones (±)-7a, b in 86-96%, and the cyclization by a cationic Rh[(R)-BINAP]ClO4 afforded 3,3,4-trans-trisubstituted cyelopentanones (-)-8a, b of 82-86% ee in 88-98% yields. The mechanism of stereoselection by Rh-complexes is also discussed.
View MoreABA Chemicals (Shanghai) Limited
Contact:021- 5115 9199-232
Address:Suite 18D, #201 Ningxia Road,
Xiamen Hisunny Chemical Co.,Ltd
website:http://www.hisunnychem.com
Contact:+86-592-3327115
Address:Unit 603,No.879,Xiahe Road,Meixin Building,Xiamen,China
Zhejiang Chemline International Co., Ltd.
Contact:+86-571-88062298
Address:Hengdian Industry Area, Dongyang, Zhejiang, China
Contact:86-25-58619180
Address:Nanjing High-Tech Zone 10 Xinghuo Road Pukou District Nanjing, Jiangsu 210061 The People's Republic of China
Contact:+86-710-3516804
Address:Number 83,Panggong road,Xiangcheng District,Xiangyang ,Hubei
Doi:10.1021/acs.organomet.0c00384
(2020)Doi:10.1134/S0023158416020063
(2016)Doi:10.1016/j.ejmech.2012.01.057
(2012)Doi:10.1016/S0031-9422(96)00744-3
(1997)Doi:10.1039/a808527g
(1999)Doi:10.1039/c6cc05775f
(2016)