175443-58-0Relevant academic research and scientific papers
Grignard additions to α,β-unsaturated dioxolanones: Preparation of chiral allylic alcohols and protected α-hydroxy aldehydes
Heckmann,Mioskowski,Bhatt, Rama K.,Falck
, p. 1421 - 1424 (1996)
α,β-Unsaturated dioxolanones derived from mandelic acid smoothly add most Grignard reagents with good to excellent regio- and diastereoselectivities. The adducts are converted to chiral secondary alcohols by peroxidation at low temperature or to protected α-hydroxy aldehydes via ozonolysis.
Chiral acetals: Stereocontrolled syntheses of 16-, 17-, and 18-hydroxyeicosatetraenoic acids, cytochrome P-450 arachidonate metabolites
Heckmann, Bertrand,Mioskowski, Charles,Lumin, Sun,Falck,Wei, Shouzou,Capdevila, Jorge H.
, p. 1425 - 1428 (2007/10/03)
Chiral adducts from Grignard or allylsilane additions to 1,3-dioxan/1,3-dioxolan-4-ones were exploited for the total synthesis of the R- and S-isomers of the title eicosanoids.
