Journal of the Chemical Society. Perkin transactions I p. 1096 - 1102 (1981)
Update date:2022-08-04
Topics:
Banks, Robert E.
Miller, Allen J.
Nunn, John M.
Stanley, Philip
Weakley, Timothy J. R.
Ullah, Zakir
2-Methyl-3-yn-2-ol (9) is efficiently converted into 6-formyl-3,6-dimethylcyclohex-2-enyl acetate (4b) and into 6-acetyl-3,6-dimethylcyclohex-2-enyl acetate (4c) via highly regio- and stereo-selective Diels-Alder cycloadditions of 3-methylbuta-1,3-dienyl acetate (2b).The cycloadduct (4b) is converted by base into 4a,5,6,8a-tetrahydro-4a,7-dimethylcoumarin (13b), whilst the cycloadduct (4c) yields 2,3,4a,5,6,8a-hexahydro-2-hydroxy-2,4a,7-trimethylchroman-4-one (15), the structure of which was confirmed by X-ray analysis.Both (13b) and (15) possess a number of structural features of the trichothecenes and may be of value in their total synthesis.
View MoreContact:+1-973-357-0577
Address:10 Taft Rd.
Shanghai Zhihua ChemTech Co., Ltd.
Contact:+86-13774313779
Address:Room 817 Suite B 3333 Shenjiang Road
Wuhan Benjamin Pharmaceutical Chemical Co.,Ltd
Contact:86-27-52341789
Address:Room 1518 B suite, optical valley time square, No 111 Guanshan Road, Hongshan District,Wuhan,Hubei Province,China.
website:http://www.eastarchem.com/
Contact:1-800-898-2436
Address:1215 K Street, STE 1700
Henan zhongda Biological Engineering Co., Ltd
Contact:86-28-18109029985
Address:shenzhou road,xuedian industrial estate,zhengzhou city,henan province CHN
Doi:10.1039/P19810001703
(1981)Doi:10.1248/cpb.29.344
(1981)Doi:10.1021/jm00138a016
(1981)Doi:10.1021/jm00159a029
(1986)Doi:10.1246/cl.1981.625
(1981)Doi:10.1007/s00044-010-9354-x
(2011)
