IMDA-radical cyclization approach to (+)-himbacine |
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| Authors: | Wong Leon S-M Sherburn Michael S |
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| Affiliation: | Research School of Chemistry, Australian National University, Canberra ACT 0200, Australia. |
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| Abstract: | [reaction: see text] A formal total synthesis of the selective muscarinic receptor antagonist himbacine is presented. Key C-C bond-forming steps include an intramolecular Diels-Alder reaction, Stille coupling reactions, and a 6-exo-trig acyl radical cyclization to a conjugated enyne. An unexpected secondary alcohol to chloride conversion is witnessed during attempted thionocarbonate formation. |
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