Reactivity of 3-oxo-15-hexadecanolide

Autor: Sharadendu, Anurag, Weiler, Larry
Zdroj: Tetrahedron Letters; January 1998, Vol. 39 Issue: 17 p2443-2446, 4p
Abstrakt: Reduction of 3-oxo-15-hexadecanolide ( 1) was carried out with high stereoselectivity and good chemical yield. The relative stereochemistry of the minor β-hydroxy lactone 3was determined by X-ray crystallography. The dianion of 2underwent stereoselective alkylation in modest yield. The relative stereochemistry of 6was determined by chemical correlation and found to be consistent with the Frater model for such alkylations. Alcohol 6was also available, in higher yield, by C-2 alkylation of 1followed by reduction.
Databáze: Supplemental Index