Author/Authors :
Fu، نويسنده , , Xiaolin and Moss، نويسنده , , Robert A. and Sauers، نويسنده , , Ronald R. and Wipf، نويسنده , , Peter، نويسنده ,
Abstract :
The fragmentation of (S)-exo-5-norbornenyl-2-oxychlorocarbene (3) affords (S)-exo-5-norbornenyl-2-chloride (4), (R)-endo-5-norbornenyl-2-chloride (5), and (S)-3-nortricyclyl chloride (6) with varying degrees of enantiomeric excess. A weighted blend of SNi fragmentation and escape to norbornenyl/nortricyclyl ion pairs rationalizes the stereochemical results.