Enantioselective Biomimetic Total Syntheses of Katsumadain and Katsumadain C

Enantioselective Biomimetic Total Syntheses of Katsumadain and Katsumadain C

Enantioselective total syntheses of katsumadain and katsumadain C were achieved concisely through a biomimetic approach. Assembly of styryl-2-pyranone (3) and monoterpene 6 via acid-promoted regio- and stereoselective C–C bond formation afforded katsumadain (2), which underwent the photoinduced [2 +...

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Veröffentlicht in:Organic letters 2012-01, Vol.14 (1), p.162-165
Hauptverfasser: Zhang, Pengtao, Wang, Yongguang, Bao, Ruiyang, Luo, Tuoping, Yang, Zhen, Tang, Yefeng
Format: Artikel
Sprache:eng
Schlagworte:
Biomimetic Materials - chemical synthesis
Diarylheptanoids - chemical synthesis
Dimerization
Molecular Structure
Stereoisomerism
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Zusammenfassung:Enantioselective total syntheses of katsumadain and katsumadain C were achieved concisely through a biomimetic approach. Assembly of styryl-2-pyranone (3) and monoterpene 6 via acid-promoted regio- and stereoselective C–C bond formation afforded katsumadain (2), which underwent the photoinduced [2 + 2] dimerization in a head-to-tail mode to furnish katsumadain C (1).
ISSN:1523-7060
1523-7052
DOI:10.1021/ol2029433