A stereoselective route to alkenyl sulfides through the palladium-catalyzed cross-coupling reaction of 9-alkyl-BBN with 1-bromo-1-phenylthioethene or (E)- and (Z)-2-bromo-1-phenylthio-1-alkenes

✍ Scribed by Yukio Hoshino; Tatsuo Ishiyama; Norio Miyaura; Akira Suzuki

• Publisher: Elsevier Science
• Year: 1988
• Tongue: French
• Weight: 247 KB
• Volume: 29
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)80399-8

✦ Synopsis

The reaction of 9-alkyl-9-BBNs with 1-bromo-i-phenylthioethene or (E)-and (Z)-2-bromo-lphenylthio-1-alkenes takes place readily in the presence of Pd(PPh& and sodium hydroxide to afford stereodefmed vinylic sulfides in excellent yields.