Organic Letters p. 2954 - 2957 (2010)
Update date:2022-08-03
Topics: Cytotoxic Nucleophile Lactone Carbon-carbon bond formation Cross-Coupling Reaction Palladium Catalysis Allylic alcohol Macrolide Formal Synthesis synthetic intermediate Marine Natural Product
Paudyal, Mahesh P.
Rath, Nigam P.
Spilling, Christopher D.
Homoallylation of aldehydes with isoprene and triethylborane catalyzed by Ni(acac)2 gave hydroxyalkenes in good yield with excellent regio- and stereoselectivity. Cross metathesis of the hydroxyalkenes with methyl acrylate using second-generation Grubbs catalyst and copper(I) iodide afforded α,β-unsaturated esters, which underwent cyclization in the presence of DBU to produce tetrahydrofurans with the correct relative configuration for the C1-C9 fragment of amphidinolides C, C2, and F.
View MoreContact:+86-021-58123769
Address:No.780 of Cailun Road,Zhangjiang Hi-tech Park,Pudong,Shanghai
Chongqing Rong&Quan Pharmaceutical Technology Co. , Ltd.
Contact:86-023-65268721
Address:No. 7, Manshanhong Village, Pingdingshan, Shapingba District, Chongqing Province, China
Shanghai Send Pharmaceutical Technology Co., Ltd.
website:http://www.shsendpharma.com
Contact:021-58088081, +8613585868794
Address::Room A601, Building 1,NO. 800 Qingdai Road Pudong District Shanghai,China
Shanghai Balmxy Pharmaceutical Co., Ltd
Contact:0086-21-24206007
Address:Room 402, 15#, No. 909 wangyue Road, shanghai, P. R. China
website:http://www.shtopchem.com/
Contact:0086-0576-87776998
Address:room no 1608,xuhui business building yude road,xujiahui street, xuhui district
Doi:10.1007/BF00508666
(1984)Doi:10.1016/j.ejmech.2008.03.031
(2009)Doi:10.1021/jo01065a013
(1961)Doi:10.1016/0008-6215(84)85304-5
(1984)Doi:10.1021/jo062369y
(2007)Doi:10.1007/BF00513583
(1984)