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Bredt's rule. IV —the structure of an alleged bicyclo[3.3.1]nonan‐2‐ol‐9‐one
Author(s) -
Buchanan G. L.
Publication year - 1978
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270110113
Subject(s) - bicyclic molecule , stereochemistry , menthone , chemistry , organic chemistry , menthol
Claims that the condensation product of (−)‐menthone with benzylideneacetophenone is a bridged bicyclic ketol are shown to be erroneous. The true structure is shown by 13 C n.m.r. to be 2‐(1′,3′‐diphenyl‐3′‐oxopropyl)‐3‐methyl‐6‐isopropylcyclohexanone.