Asymmetric Total Synthesis of (−)‐Cribrostatin 4 (Renieramycin H)

• DOI: 10.1002/anie.200604126
• Publication Date: 2007-01-19T09:17:43Z
• Authors: Guillaume Vincent; Robert M. Williams
• Keywords: Tetrahydroisoquinoline; Moiety; Tricyclic; Lactam; Convergent synthesis; Pictet–Spengler reaction

Out of the blue: The convergent asymmetric total synthesis antitumor antibiotic (−)-cribrostatin 4 from blue sponge Cribrochalina features Staudinger and Pictet–Spengler reactions to form tetrahydroisoquinoline moiety. These were followed by a reductive opening/elimination tricyclic β-lactam cyclization access unsaturated pentacyclic core.