
TY  - JOUR
A1  - Brimble, Margaret A. 
A1  - Duckworth, Matthew S. 
A1  - Lee, Connie K. Y. 
T1  - Synthesis of Chiral Diazanedicarboxylates
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1998
VL  - 51
IS  - 10
SP  - 907
EP  - 914
KW  - 
UR  - https://doi.org/10.1071/C98024 
N2  - 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. 
ER  -

