(SR)-5-Phenyl[1,3,4]oxadiazinan-2-one (6) is an easily available building b
lock and acts as a chiral non-racemic precursor for azomethine imines. The
ylid can be formed regioselectively with various aldehydes and reacts in an
efficient manner with a wide range of dipolarophiles. The regio- and diast
ereoselectivity of the cycloadditions have been fully investigated and can
lead, in the best cases, to the creation of three contiguous asymmetric cen
ters in a single step, with complete control of relative and absolute confi
gurations.