Es route to polyene macrolide total synthesis; The key chiral segments of roflamycoin

✍ Scribed by Bruce H. Lipshutz; Hiyoshizo Kotsuki; Willard Lew

• Book ID: 104219152
• Publisher: Elsevier Science
• Year: 1986
• Tongue: French
• Weight: 204 KB
• Volume: 27
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)85073-x

✦ Synopsis

Four sections of Roflamycoin. labeled A, 1. Q, and E, which correspond to 10 of the 11 chiral centers in this natural product, have been prepared.

The polyene macrolides, by virtue of their potent antifungal properties, constitute an important class of clinically valuable natural products.2 Most of the attention in the synthetic area, not surprisingly, is directed toward Amphotericin B, L,3 the only one of many known examples2 where even the issue of relative stereochemistry is known with certainty.

However, based on the structure of &,4 as well as biosynthetic consi.derations,5 efforts on related polyene macrolides have begun to surface.6 Following our initial communication which