First enantioselective total synthesis and structure determination of the anthrapyran metabolite gamma-indomycinone.
The first total synthesis of (R)-gamma-indomycinone has been achieved which allowed the determination of the configuration of the stereogenic center of natural gamma-indomycinone as (S). The approach stands out for its generality and efficiency. [reaction: see text]
Tietze
Lutz F
LF
Institute of Organic and Biomolecular Chemistry, Georg-August-University, Tammannstrasse 2, D-37077 Göttingen, Germany.
Singidi
Ramakrishna Reddy
RR
Gericke
Kersten M
KM
D000880:Anthraquinones / Q000138:chemical synthesis / Q000737:chemistry; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis / Q000737:chemistry*; D007202:Indicators and Reagents; D013058:Mass Spectrometry; D008968:Molecular Conformation; D011753:Pyrones / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
D000880:Anthraquinones; D000903:Antibiotics, Antineoplastic; D007202:Indicators and Reagents; D011753:Pyrones; C094791:gamma-indomycinone