A chirally catalysed ene reaction in a novel formal total synthesis of the antitumor agent laulimalide

✍ Scribed by Michael R Pitts; Johann Mulzer

• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 182 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)02086-5

✦ Synopsis

A short highly efficient synthesis of the C3 C16 fragment 2 of laulimalide 1 is described. Fragment 2 was a key intermediate in a previous approach and thus constitutes a formal total synthesis with improved efficiency. The key steps are an Evans' alkylation, a Brown allylation and a chirally catalysed stereocontrolled ene-reaction.