6533b829fe1ef96bd128a3d8

RESEARCH PRODUCT

Stereocontrolled approach to δ- and γ-lactones and 1,3-diols. The role of X− ion in the selenolactonization

Michelangelo GruttadauriaCarmela AprileRenato Noto

subject

SeleniumCyclizationStereochemistryChemistryOrganic ChemistryDrug Discoverychemistry.chemical_elementStereoselectivityBiochemistrySeleniumIon

description

Abstract Two complementary approaches have been realized for the stereoselective synthesis of 4,6-disubstituted δ-lactones and 1,3- anti and syn diols. In the 6- endo selenolactonization the role of the X − ion on the stereoselectivity is shown. Moreover, the highly stereoselective transformation of the 6- endo δ-lactone to the 5- exo γ-lactone is reported.

https://doi.org/10.1016/s0040-4039(02)00093-x