Synthesis of cis-Solamin Using a Permanganate-Mediated Oxidative Cyclization

Synthesis of cis-Solamin Using a Permanganate-Mediated Oxidative Cyclization

cis-Solamin (1) and its diastereoisomer 14 have been synthesized in 13 steps using the diastereoselective permanganate-promoted oxidative cyclization of 1,5-dienes to create the tetrahydrofuran diol core. Notably, no protecting groups are required during the stages of fragment assembly.

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Veröffentlicht in:Organic letters 2002-10, Vol.4 (21), p.3715-3718
Hauptverfasser: Cecil, Alexander R. L, Brown, Richard C. D
Format: Artikel
Sprache:eng
Schlagworte:
Benzethonium - chemical synthesis
Benzethonium - chemistry
Oxidation-Reduction
Potassium Permanganate - chemistry
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Zusammenfassung:cis-Solamin (1) and its diastereoisomer 14 have been synthesized in 13 steps using the diastereoselective permanganate-promoted oxidative cyclization of 1,5-dienes to create the tetrahydrofuran diol core. Notably, no protecting groups are required during the stages of fragment assembly.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol026669n