Symmetry: A Basis for Synthesis Design
Examines synthetic works pertaining to those directed towards symmetrical molecules and the usage of symmetrical starting materials and/or intermediates irrespective of the symmetry characteristics of the target compounds. Illustrates the simplification of syntheses exploiting symmetry rules and demonstrates the use of symmetrical precursors in the preparation of assymmetrical molecules.
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Synthesis of Symmetrical Molecules
TwoCarbon and ThreeCarbon Building Blocks
FourCarbon Chain Building Blocks
FiveCarbon and Longer Chains
FiveMembered Ring Synthons
SixMembered Ring Synthons
1,3-cyclohexanedione acetal acid adduct alcohol aldehyde aldol alkaloids alkylation allylic anhydride annulation approach aromatic bicyclic bond formation building block C2-symmetric carbon atoms carbon chain Chem chiral compound condensation converted COOEI COOEt COOH COOMe COOMe COOR cyclization cycloaddition cyclohexane cyclohexanone cyclopentane derived desymmetrization Diels-Alder reaction diene dienophile diester diketone dimethyl diol dodecahedrane double bond elaboration enantiomers enol enone epoxidation ester ether EtOOC functional groups furan Grieco heterocycle HOOC hydrolysis hydroxyl group intermediate intramolecular involved isomer ketone group lactone MeO MeO MeO OMe method methyl group Michael reaction moiety molecular molecular symmetry muscone OBn OBn OMe MeO OMe OMe OMe OMOM OTHP oxidation oxygen photocycloaddition precursor prepared readily reagent rearrangement reduction ring expansion ring system sesquiterpene side chain skeleton spirocyclic starting material stereochemistry Stork substituents substrate subunit symmetrical synthesis synthon Takano target molecule Tetrahedron Lett transformation tricyclic undergo unsymmetrical Wieland-Miescher ketone