Journal of the Chemical Society. Perkin transactions I p. 955 - 960 (1983)
Update date:2022-08-04
Topics:
Knight, David W.
Ojhara, Bol
A relatively short total synthesis of the true trail pheromone of Pharaoh's ant, (+/-)-faranal <(3SR,4RS)-(6E,10Z)-3,4,7,11-tetramethyltrideca-6,10-dienal (2)> is reported.The carbon skeleton was assembled by a Wittig condensation between (Z)-6-methyloct-5-en-2-one (4) and the 5-carboxypentylphosphonium salt (15).The ketone (4) was prepared in 'one-pot' and in a stereoselective manner using vinyl cuprate chemistry, while the relative stereochemistry of the two methyl substituents in the phosphonium salt (15) was established by using the Diels-Alder adduct (16) of buta-1,3-diene and maleic anhydride, which, after reduction and oxidative cleavage of the resulting cis-1,2-dimethylcyclohex-4-ene (18), gave only meso-3,4-dimethyladipic acid (19); this in turn was converted into the salt (15) in six straight-forward steps.
View MoreJinan Hongfangde Pharmatech Co.,Ltd
Contact:86-531-88870908
Address:F Bldg. West Unit North Area of Univ. Tech. Garden Xinyu Rd. Jinan New & High Tech Industry Development Zone Shandong, China
Contact:+86-10-62651721
Address:29 Yongxing Road, Daxing District,Beijing China
Contact:+86-(0)21-3770 9035
Address:Room 301, Building 2, Meijiabang Road 1508, Shanghai China
Hangzhou Maytime Bio-Tech Co.,Ltd.
website:http://www.maytime.com.cn
Contact:+86-571-88925295 88920965
Address:NO.2-1701 Ganghui Central Ningwei Street, Xiaoshan Hangzhou Zhejiang China
Xian Changyue Biological Technology Co., Ltd.
website:https://www.xachangyue.com/
Contact:+86-029-88211911
Address:Keji Road NO.70
Doi:10.1007/BF03170450
(1939)Doi:10.1016/S0040-4039(01)92352-4
(1981)Doi:10.1021/jm00349a019
(1982)Doi:10.1002/ardp.19823150313
(1982)Doi:10.1021/jo00029a003
(1992)Doi:10.1055/s-1982-29763
(1982)
