Regio- and stereoselective cyclization of linaool and nerolidol with mercuric salts. Synthesis of iridanols and cyclonerodiol

✍ Scribed by Yasuo Matsuki; Mitsuaki Kodama; Shô Itô

• Publisher: Elsevier Science
• Year: 1979
• Tongue: French
• Weight: 245 KB
• Volume: 20
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)86446-7

✦ Synopsis

Linalool was cyclized in aqueous solvents with Hg(ll) salts, thereby iridanediols were formed in -55% yield with -85% stereoselectivity, favoring the cis, trans-isomer 2. Utilizing the reaction, cyclonerodiol, a fungal metabolite, was synthesized in a single reaction starting from nerolidol.