Generation, Stability, Dimerization, and Diels−Alder Reactions of Masked o-Benzoquinones. Synthesis of Substituted Bicyclo[2.2.2]octenones from 2-Methoxyphenols

• Published in: Journal of organic chemistry Vol. 64; no. 11; pp. 4102 - 4110
• Main Authors: Liao, Chun-Chen, Chu, Chrong-Shyua, Lee, Tsung-Ho, Rao, Polisetti Dharma, Ko, San, Song, Ling-Duan, Shiao, Huey-Chin
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 28.05.1999; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; REARRANGEMENT; OXIDATION; ROUTE; HYPERVALENT IODINE; FORMAL SYNTHESIS; CIS-DECALINS; CHEMISTRY; CEDRANOID SESQUITERPENES; MODEL; DERIVATIVES

Diels−Alder reactions of labile and readily dimerizing masked o-benzoquinones, i.e., substituted 6,6-dimethoxy-2,4-cyclohexadienones with electron-deficient dienophiles that resulted in the development of an efficient and reliable one-pot method for the preparation of highly functionalized bicyclo[2...