Tetrahedron Letters p. 4071 - 4072 (1994)
Update date:2022-08-10
Topics:
Branchaud, Bruce P.
Slade, Rachel M.
A short and efficient synthesis of chaetomellic acid A anhydride (2) is reported utilizing a doubly chemoselective cross coupling of myristyl cobaloxime with citraconic anhydride and diphenyl disulfide as the key step. Sulfide oxidation followed by syn elimination provides 2 in 64% overall yield starting from myristyl bromide. Basic hydrolysis of 2 is known to provide chaetomellic acid A dianion (3), the biologically active form.
View More
Contact:+86-535-8888888
Address:No.161 Haishi Rd.
Contact:86 21 3772 9386
Address:Rm.1803,Starry Bldg.1,1505 Meijiabang Road,Shanghai 201620 China
Shanghai united Scientific Co.,Ltd.
Contact:+86-21-53535353
Address:28F No.900 huaihai Road Shanghai China
Contact:+86-913-2223392
Address:No. 32, Xinanjing Road, Weinan City, Shaanxi Province, 714000, China
website:http://www.uvchemkeys.com
Contact:0086-021-58785816
Address:RM2607 Building No.1 Guosheng, Lane 388, Zhongjiang Road, Putuo District, Shanghai 200062 China
Doi:10.1016/S0040-4039(00)88238-6
(1983)Doi:10.1021/acs.orglett.8b00127
(2018)Doi:10.1016/0040-4039(96)01550-X
(1996)Doi:10.1016/j.tetlet.2008.02.169
(2008)Doi:10.1016/S0957-4166(00)00057-4
(2000)Doi:10.1107/S0108270105037078
(2005)
