Telluro-directed regiospecific and highly stereoselective reaction of ethyl 5-telluro-(2E,4Z)-pentadienoate with organocopper reagents

✍ Scribed by Yao-Zeng Huang; Xue-Sheng Mo; Lei Wang

• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 228 KB
• Volume: 39
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)10571-8

✦ Synopsis

Ethyl 5-telluro-(2E,4Z)-pentadienoate 2, which is prepared by the Wittig olefination of (Z)-13telluroacrolein 1, reacted very rapidly with organocuprates 3 at -78°C to form exclusively the corresponding 5-substituted products 4 with high stereoselectivity and in excellent yields.