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Photochemische Reaktionen. 22. Mitteilung. UV.‐Bestrahlung von 11‐Oxo‐Steroiden III. Zur Beeinflussung der (11 → 19)‐Cyclisation durch sterische Faktoren
Author(s) -
Iriarte J.,
Schaffner K.,
Jeger O.
Publication year - 1963
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.19630460515
Subject(s) - chemistry , steric effects , yield (engineering) , medicinal chemistry , stereochemistry , photochemistry , metallurgy , materials science
The photochemical cyclisation of 11‐keto steroids to 11β, 19‐cyclo‐11‐hydroxy compounds is strongly influenced by steric factors. The presence of a gem ‐dimethyl group at C‐4 gives rise to a marked improvement in the yield of the cyclic product. The nature of this steric interaction is briefly discussed.