A Highly Efficient Asymmetric Synthesis of a 4,4-Disubstituted Butan-4-olide by the 1,7-Asymmetric Inductive Addition of Grignard Reagents to γ-Keto Esters

Article abstract of DOI:10.1039/c39920000687

An efficient asymmetric synthesis of a butan-4-olide having a quarternary asymmetric carbon centre was achieved with up to 97percent enantiomeric excess (e.e.) by the 1,7-asymmetric inductive addition of Grignard reagents to the γ-keto esters 4-7, the e.e. of which was highly dependent on the structure of the chelating group of the chiral auxiliaries 1-3.

Full text of DOI:10.1039/c39920000687

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online