Total Synthesis of Leiodermatolide A via Transfer Hydrogenative Allylation, Crotylation, and Propargylation: Polyketide Construction beyond Discrete Allyl- or Allenylmetal Reagents
Yuk-Ming Siu, James Roane, Michael J. Krische
Abstract
The total synthesis of leiodermatolide A was accomplished in 13 steps (LLS). Transfer hydrogenative variants of three carbonyl additions that traditionally rely on premetalated reagents (allylation, crotylation, and propargylation) are deployed together in one total synthesis.
Topics & Concepts
ChemistryReagentPolyketideTotal synthesisTransfer hydrogenationTransfer (computing)Combinatorial chemistryCatalysisStereochemistryOrganic chemistryParallel computingEnzymeBiosynthesisRutheniumComputer scienceSynthetic Organic Chemistry MethodsAdvanced Synthetic Organic ChemistryMicrobial Natural Products and Biosynthesis