Iodocyclization of the (Tolylsulfonyl)- and (Trichloroacetyl)carbamates of Secondary α-Allenic Alcohols. Highly Diastereoselective Synthesis of syn-1,2-Amino Alcohols and trans-5-Alkyl-1-oxo-2-oxazolidine-4-carboxylic Acids

Article abstract of DOI:10.1021/jo00016a016

The iodocyclization of tosyl- and (trichloroacetyl)carbamates 9 and 10, respectively, of secondary α-allenic alcohols is described.The cyclofunctionalization reactions are highly diastereoselective, providing trans-5-alkyl-4-(1-iodoethylene)-2-oxazolidino