6533b827fe1ef96bd12864e7

RESEARCH PRODUCT

First synthesis of chiral 3-vinylindoles as 4π-components for diels-alder reactions

G. LutzM. RoggeUlf Pindur

subject

chemistry.chemical_compoundchemistryOrganic ChemistryWittig reactionDiels alderOrganic chemistrySulfoxide

description

The first syntheses of chiral 3- and 2-vinylindoles bearing sulfoxide or (-)-menthyloxy functional groups at the β-vinyl positions by way of procedures based on the Horner-Wadsworth-Emmons and Wittig reactions, respectively, are described. Some Diels-Alder reactions demonstrating the 4π-reactivity of these compounds are reported.

https://doi.org/10.1002/jhet.5570320133