172102-01-1Relevant academic research and scientific papers
A unified strategy for the total synthesis of the angucycline antibiotics SF 2315A, urdamycinone B, and the shunt metabolite 104-2
Kim, Kyungjin,Boyd, Vincent A.,Sobti, Aditya,Sulikowski, Gary A.
, p. 3 - 22 (1997)
Total syntheses of the angucycline antibiotics SF 2315A (2), urdamycinone B (4), and the shunt metabolite 104-2 (5) are described, as well as an approach toward the synthesis of SF 2315B (3). All four syntheses feature a Diels-Alder cycloaddition between a bromojuglone derivative and an optically active diene (25a), the latter derived from (-)-quinic acid. Subsequent key transformations include (i) stereocontrolled introduction of ring fusion oxygen functionality featured in SF 2315A (2) and SF 2315 B (3), (ii) preparation of C-glycosyl juglone 53, and (iii) NMO mediated oxidative aromatization of 60.
Totalsynthese von (+)-SF 2315A und Bestimmung der absoluten Konfiguration dieses Naturstoffs
Kim, Kyungjin,Sulikowski, Gary A.
, p. 2587 - 2589 (2007/10/03)
Keywords: Antibiotica, Diels-Alder-Reaktionen, Naturstoffe, Totalsynthesen
