Synthesis of (+)-solenopsin via Pd-catalyzed N-alkylation and cyclization

Synthesis of (+)-solenopsin, a 2,6-disubstituted piperidine alkaloid, isolated from fire ants (Solenopsis), was achieved. Stereoselective construction of trans-2,6-piperidine ring moiety was performed using palladium-catalyzed cyclization. Chain elongation using Grubbs 2nd catalyst followed by the r...

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Veröffentlicht in:	Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2021-02, Vol.85 (2), p.223-227
Hauptverfasser:	Suzuki, Kana, Hattori, Yasunao, Kawamura, Atsushi, Makabe, Hidefumi
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Sprache:	eng
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creator	Suzuki, Kana Hattori, Yasunao Kawamura, Atsushi Makabe, Hidefumi
description	Synthesis of (+)-solenopsin, a 2,6-disubstituted piperidine alkaloid, isolated from fire ants (Solenopsis), was achieved. Stereoselective construction of trans-2,6-piperidine ring moiety was performed using palladium-catalyzed cyclization. Chain elongation using Grubbs 2nd catalyst followed by the reduction of double bond and the deprotection of the Cbz group afforded (+)-solenopsin.
doi_str_mv	10.1093/bbb/zbaa014
format	Article
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title	Synthesis of (+)-solenopsin via Pd-catalyzed N-alkylation and cyclization
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