Intramolecular TiCl4-mediated cyclization reaction of β-hydroxy alkynyl acetals

✍ Scribed by Yong-Hyun Kim; Kee-Young Lee; Chang-Young Oh; Jae-Gwon Yang; Won-Hun Ham

• Book ID: 104232290
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 164 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)02249-3

✦ Synopsis

Intramolecular TiCl 4 -mediated cyclization reaction of 1,1-dimethoxy-3-hydroxy-hex-5-yne derivatives produced anti-1hydroxy-3-methoxy-cyclohex-5-ene derivatives with high diastereoselectivity via antiperiplanar manner on pseudo six-membered chair like conformation (transition state A).