Synthesis of the Lycopodium Alkaloid (+)-Lycoflexine
Journal of the American Chemical Society2010Vol. 132(41), pp. 14338–14339
Citations Over TimeTop 1% of 2010 papers
Abstract
The first total synthesis of (+)-lycoflexine (1), a constituent of Lycopodium clavatum var. inflexum , has been accomplished in eight steps with 13% overall yield. Our synthesis covers four one-pot reactions, including a tandem Sakurai/aldol sequence, a novel hydroboration/oxidation procedure, a deprotection/transannular Mannich reaction, and as a highlight, a tandem catalysis cascade combining an enynene ring-closing metathesis and a selective hydrogenation.
Related Papers
- → Asymmetric Total Synthesis and Formal Total Synthesis of the Antitumor Sesquiterpenoid (+)-Eremantholide A(2007)96 cited
- → Total Synthesis of (±)-Furanether A(2021)8 cited
- → Formal total synthesis of (±)-hirsutic acid C using the tandem Rh(I)-catalyzed [(5+2)+1] cycloaddition/aldol reaction(2010)47 cited
- → Lycosquarrines A–R, Lycopodium Alkaloids from Phlegmariurus squarrosus(2020)13 cited
- → The total synthesis of swinholide A. Part 1: A stereocontrolled synthesis of a C19-C32 segment(1995)80 cited