
TY  - JOUR
A1  - Pinhey, JT 
A1  - Rizzardo, E 
A1  - Smith, GC 
T1  - The photochemistry of 3&#946;-Acetoxy-6-nitrocholest-5-ene and 6-Nitrocholest-5-ene. The mechanism of photodeconjugation of &#945;,&#946;-unsaturated nitro compounds
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1978
VL  - 31
IS  - 1
SP  - 97
EP  - 112
KW  - 
UR  - https://doi.org/10.1071/CH9780097 
N2  - The photochemistry of 3&#946;-acetoxy-6-nitrocholest-5-ene (1) and 6- nitrocholest-5-ene (11) has been investigated in a number of solvents. It is suggested that for both compounds the major primary photo-product is the corresponding aci-nitro tautomer, which then undergoes further reactions depending mainly on the conditions employed. The aci-nitro compounds are believed to be formed by a 1,5-hydrogen shift from C4 to oxygen, and their intermediacy is supported by the formation of a mixture of 6&#945;-deutero-6&#946;-nitrocholest-4-ene and 6&#946;-deutero-6&#945;- nitrocholest-4-ene on irradiation of 6-nitrocholest-5-ene in Me3COD.    Several other reactions of 3&#946;-acetoxy-6-nitrocholest-5-ene and 6- nitrocholest-5-ene are described. 
ER  -

