SYNTHESIS OF SAFRAMYCINS. I TOTAL SYNTHESIS OF (±) -SAFRAMYCIN B AND ITS CONGENERS

Akinori Kubo; Naoki Saito; Reiko Yamauchi; Shin-ichiro Sakai

doi:10.1248/cpb.35.2158

Akinori Kubo, Naoki Saito, Reiko Yamauchi, Shin-ichiro Sakai

Author information

Keywords: dimeric isoquinolinequinone, saframycin B, aminoacetal, total synthesis, X-ray crystallography, oxidative demethylation

JOURNAL FREE ACCESS

1987 Volume 35 Issue 5 Pages 2158-2161

DOI https://doi.org/10.1248/cpb.35.2158

Details

Abstract

We describe the total synthesis of the dimeric isoquinolinequinone antibiotic saframycin B (1) from tricyclic lactam 3. The key step is the stereoselective intramolecular cyclization of the aminoacetal 6. The structure of the pentacyclic intermediate 8 was confirmed by X-ray crystallography.

Corresponding author

Register with J-STAGE for free!