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Photochemical reactions VII [1]. A ‘type A rearrangement’ in the photolysis of a steroidal α, β‐unsaturated lactone
Author(s) -
Ferrer Vicente,
Gómez José,
Bonet JuanJulio
Publication year - 1977
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19770600423
Subject(s) - chemistry , cyclopropane , photodissociation , yield (engineering) , derivative (finance) , dimer , cope rearrangement , photochemistry , lactone , medicinal chemistry , irradiation , stereochemistry , organic chemistry , ring (chemistry) , materials science , physics , economics , financial economics , nuclear physics , metallurgy
The irradiation of 17 β‐hydroxy‐2‐oxa‐androst‐4‐en‐3‐one ( 1 ) yield a cyclopropane derivative 2 , which is the result of a rearrangement, formally analogous to the ‘type A rearrangement’ of the enones. Two other products, the dihydroxy compound 5 and the dimer 6 , have also been isolated ( Scheme 1 ).