Synthesis of Saframycins. X. Transformation of (-)-Saframycin A to (-)-Saframycin Mx Type Compound with the Structure Proposed for Saframycin E.
- 1 January 1995
- journal article
- research article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 43 (5) , 777-782
- https://doi.org/10.1248/cpb.43.777
Abstract
Treatment of (-)-saframycin A (1a) with selenium oxide in acetic acid afforded (-)-saframycin G (1g), and a catalytic reduction and regioselective oxidation sequence afforded the saframycin Mx type compound (3). We applied this methodology to the transformation of (+/-)-5-hydroxysaframycin B (11) to the hydroquinone (1e). Acetylation of 1e with acetic anhydride in pyridine gave the triacetate (13), which is identical with the triacetyl derivative of natural saframycin E.Keywords
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