4.8 Article

Catalytic crossed Michael cycloisomerization of thioenoates:: Total synthesis of (±)-ricciocarpin A

Journal

ORGANIC LETTERS
Volume 5, Issue 10, Pages 1737-1740

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol030035e

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Funding

  1. NIGMS NIH HHS [R01 GM65149-01] Funding Source: Medline

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[GRAPHICS] Thioenoates are found to participate in highly chemoselective catalytic crossed Michael cycloisomerization with appendant aryl ketone and enoate partners to afford cyclopentene and cyclohexene products. This methodology has enabled a concise total synthesis of the potent molluscicide (+/-)-ricciocarpin A.

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