Author/Authors :
Zhang، نويسنده , , H. and Chan، نويسنده , , W.H. and Lee، نويسنده , , Albert W.M and Wong، نويسنده , , W.Y.، نويسنده ,
Abstract :
The scope and limitations of dipolar cycloaddition reactions between nitrile oxides/nitrones and prop-1-ene-1,3-sultone have been investigated. A remarkably high degree of regioselectivity and stereoselectivity was observed. The homochiral sultam 8e was synthesized in a four-step reaction sequence starting from the substituted isoxazoline 4e obtained from the cycloaddition. The absolute stereochemistry of this material was assigned by an X-ray crystallographic investigation of the intermediate 7e.