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- W4307179924 abstract "We report a 13-step enantioselective and stereoselective total synthesis of (-)-peyssonnoside A, a unique diterpene glucoside with a rare and highly congested pentasubstituted cyclopropane and promising antimicrobial activity. Among the 10 steps to synthesize (-)-peyssonnosol, the aglycone of (-)-peyssonnoside A, eight transition-metal-catalyzed transformations enabled the construction of all new C-C bonds and stereocenters without involving any protecting groups. Notably, a palladium-catalyzed dearomative cyclization was used to build the C-6 spiro all-carbon quaternary center, and a counterintuitive hydrogen atom transfer (HAT)-initiated reductive olefin cross-coupling was realized to forge the pentasubstituted cyclopropane ring with excellent stereoselectivity." @default.
- W4307179924 created "2022-10-29" @default.
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- W4307179924 date "2022-10-24" @default.
- W4307179924 modified "2023-09-28" @default.
- W4307179924 title "Catalysis-Enabled 13-Step Total Synthesis of (−)-Peyssonnoside A" @default.
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- W4307179924 doi "https://doi.org/10.1021/jacs.2c09919" @default.
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