Highly Regio‐ and Stereoselective Iodohydroxylation of Non‐ Heteroatom‐Substituted Allenes: An Efficient Synthesis of 4‐[3′‐Hydroxy‐2′‐iodoalk‐1′(Z)‐enyl]‐2(5H)‐furanone Derivatives

An efficient protocol for the highly regio- and stereoselective synthesis of 4-(3′-hydroxy-2′-iodoalk-1′(Z)-enyl)furan-2(5H)-one derivatives via selective iodohydroxylation of non-heteroatom-substituted allenes, i.e., 4-allenyl-2(5H)furanones, has been developed. The regio- and stereoselectivity of this reaction may be controlled by the electronic and steric effects of the furanone ring.