Stereoselective isopropyl-methyl migration in 1-abietic acid derivative: synthesis of 1-hibaene1)

✍ Scribed by Masayuki Shimagaki; Akira Tahara; Rikagaku Kenkyusho

• Publisher: Elsevier Science
• Year: 1976
• Tongue: French
• Weight: 233 KB
• Volume: 17
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)93762-6

✦ Synopsis

In continuous studies 2a-c) on the versatile utility of the isopropyl group of l-abietic acid cl), a major component of pine rosin, the isopropyl-methyl migration attracted our attention.

If this objective could be performed and the 13-methyl group possessed a B-configuration, it might be potential intermediate(s) for la-methyl group, C-16 and C-17 of steroidal skeleton(s), sandaracopimaric acid (2) and d-isohibaene -(31, and the 13-methyl group possessed an a-configuration, it might be that (those) for pimaric acid (4) and l-hibaene (5).