Utility of diene-tricarbonyliron complexes as mobile chiral auxiliaries: highly diastereoselective 1,5-nucleophilic substitution with 1,2-migration of the Fe(CO)3 moiety
Abstract
O-Acyl or O-phosphoryl cyanohydrin derivatives of the tricarbonyliron complex of hexa-2,4-dienal undergo regio- and stereo-selective 1,5-substitution reactions with several heteroatomic nucleophiles giving, with migration of the Fe(CO)3 group, predominantly either (E,E)- or (E,Z)- products by appropriate selection of solvent and acid catalyst.