Tetrahedron Letters p. 5367 - 5370 (1997)
Update date:2022-08-03
Topics:
Simpson, Thomas J.
Smith, Robert W.
Westaway, Susan M.
Willis, Christine L.
Buss, Antony D.
Cannell, Richard J. P.
Dawson, Michael J.
Rudd, Brian A. M.
A convergent synthesis of (3R, 5Z, 8E, 10R)-3-hydroxy-8,10-dimethyl-11-phenylundec-5,8-dienoic acid 4, a putative hexaketide intermediate in the biosynthesis of the squalestatins, is described. A key step in the assembly of the carbon framework is the coupling of alkyne 19 with allylic bromide 13 giving, after further functional group manipulations, the target compound as a single diastereomer. The approach may be adapted for the preparation of the corresponding (3S, 5Z, 8E, 10R)-isomer as well as for the incorporation of carbon-13 labels required for biosynthetic studies.
View MoreJinan Xinke Pharmaceutical Science and Technology Co., Ltd.
Contact:+86 13256107535
Address:No. 592 the first gangxing road
Anhui Jiatiansen Agrochemical Co.,Ltd
Contact:15366811918
Address:chemical industrial park,xiangyu town,dongzhi county,anhui,china
Contact:+86-574-87065746
Address:10th Floor, No.787 Baizhang East Road,
Shanghai He Yang International Trading Co., Ltd.
Contact:+86-21-52043598
Address:Room 816, Blag.5, No.58 Huachi Road
Contact:+86-28-88523492
Address:714rooms of Time Square, Pujiang County
Doi:10.1021/jo01257a036
(1969)Doi:10.1016/S0277-5387(97)00216-7
(1997)Doi:10.1002/jhet.5570340403
(1997)Doi:10.1016/S0040-4020(01)90829-4
(1964)Doi:10.1016/S0040-4039(99)01943-7
(1999)Doi:10.1055/s-1997-1289
(1997)
