A new synthesis of occidol

• Published in: Collection of Czechoslovak chemical communications Vol. 64; no. 3; pp. 533 - 538
• Main Authors: Mane, RB, Kadam, AJ
• Format: Journal Article
• Language: English
• Published: PRAGUE 6 Inst Organic Chem And Biochem 1999
• Subjects: Chemistry; Chemistry, Multidisciplinary; Physical Sciences; Science & Technology; occidol; Vilsmeier-Haack reaction; sesquiterpenoids; total synthesis; 1,2,3,4-tetrahydronaphthalenes

Sodium borohydride reduction of 5,8-dimethyl-3,4-dihydronaphthalen-1-(2H)-one (4) yielded 5,8-dimethyl-1,2,3,4-tetrahydro-1-naphthol (5). The tetralol 5 on Vilsmeier-Haack reaction with N,N-dimethylacetamide yielded 1-(5,8-dimethyl-3,4-dihydro-2-naphthyl)ethan-1-one (7) which on hydrogenation over P...