
%0 Journal Article
%A Brimble, Margaret A. 
%A Duckworth, Matthew S. 
%A Lee, Connie K. Y. 
%T Synthesis of Chiral Diazanedicarboxylates
%J Australian Journal of Chemistry
%D 1998/10/07
%V 51
%N 10
%P 907-914
%K 
%R https://doi.org/10.1071/C98024
%U https://www.publish.csiro.au/paper/C98024 
%X The potential of di-(&#8211;)-isobornyl diazenedicarboxylate (2) to act as a chiral azo-enophile in asymmetric ene reactions was investigated. Azo-enophile (2) was treated with trans-hex-3-ene and cyclohexene in the presence of tin(IV) chloride affording the ene adducts (4) and (5) respectively; however, no diastereoselectivity was observed. The synthesis of the novel chiral diazanedicarboxylates (12), (17) and (19) and the unsuccessful attempts to transform them into the chiral azo-enophiles (11), (16) and (19) bearing chiral oxazolidinone, diacetone-D-glucose and pantolactone chiral auxiliaries are also described. 
