2011
DOI: 10.1055/s-0031-1289549
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Synthesis of Vinyllactones via Allylic Oxidation of Alkenoic Acids

Abstract: A one-step access to vinyllactones is described utilizing the Pd-catalyzed allylic oxidation of alkenoic acids. The influence of ring size as well as the olefin configuration is investigated culminating in the synthesis of goniothalamin analogues.

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Cited by 3 publications
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“…44 Synthesis began with the Grignard addition reaction of 15.2 (Scheme 15) and racemic lactone 15.1. 45 Aer treatment with hydroxylamine hydrochloride, oxime 15.3 was obtained by twostep separation. Iridium-catalyzed chemoselective N-alkylation and thermal 1,3-dipolar cycloaddition reactions provided compound 15.4 with four stereogenic centers with a yield of 42%, 98% ee and 18 : 1 d.r.…”
Section: Asymmetric Synthesis Of Halichorinementioning
confidence: 99%
“…44 Synthesis began with the Grignard addition reaction of 15.2 (Scheme 15) and racemic lactone 15.1. 45 Aer treatment with hydroxylamine hydrochloride, oxime 15.3 was obtained by twostep separation. Iridium-catalyzed chemoselective N-alkylation and thermal 1,3-dipolar cycloaddition reactions provided compound 15.4 with four stereogenic centers with a yield of 42%, 98% ee and 18 : 1 d.r.…”
Section: Asymmetric Synthesis Of Halichorinementioning
confidence: 99%