Oxypalladation hydroxyalkenes

From hydroxyalkenes derived from (/ )-(-)- or (5)-(+)-phenethyIamme and/or (5 )-(+)-lactic acid or (li , 25)-(-)-ephedrine, optically active tetrahydro-l,4-oxazines have been synthesized by using either MeOH or H2O as the nucleophile (Scheme The diastereoselectivities observed are high. In this case, the use of excess amounts of copper salts makes the reaction catalytic even in the absence of Oj. Interception of the Pd—C bond in oxypalladation adduct by chloride ion yields 2-chloromethyl-l,4-oxazines as shown in Scheme 30. ... 

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