Influence of the temperature on the enantioselectivity of the cobalt catalysed homo Diels–Alder reactions

✍ Scribed by Olivier Pardigon; Alphonse Tenaglia; Gérard Buono

• Book ID: 104422255
• Publisher: Elsevier Science
• Year: 2003
• Tongue: English
• Weight: 303 KB
• Volume: 196
• Category: Article
• ISSN: 1381-1169
• DOI: 10.1016/s1381-1169(02)00646-5

✦ Synopsis

Depending on the variation of the temperature and on the nature of the substituent of alk-1-ynes 2, the enantioselectivity of the deltacyclene formation in the cobalt catalysed [2 + 2 + 2] cycloaddition of norbornadiene 1 and acetylenes 2, can be achieved with up to 98%. The best enantioselectivities observed around 14 • C are in agreement with the Isoinversion principle (IIP).