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Enantioselective iodolactonization to prepare ε-lactone rings using hypervalent iodine.

ABSTRACT: Despite the rapid growth of enantioselective halolactonization reactions in recent years, most are effective only when forming smaller (6,5,4-membered) rings. Seven-membered ε-lactones, are rarely formed with high selectivity, and never without conformational bias. We describe the first highly enantioselective 7-exo-trig iodolactonizations of conformationally unbiased ε-unsaturated carboxylic acids, effected by an unusual combination of a bifunctional BAM catalyst, I₂, and I(iii) reagent (PhI(OAc)₂:PIDA).

SUBMITTER: Payne JL

PROVIDER: S-EPMC9214890 | biostudies-literature |

REPOSITORIES: biostudies-literature

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