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Synthese des Morphan‐Gerüstes aus 4‐Acetamidocyclohexanon
Author(s) -
Teuber HansJoachim,
Tsaklakidis Christos
Publication year - 1991
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1991199101143
Subject(s) - chemistry , nonane , enamine , yield (engineering) , acetal , sodium hydride , stereochemistry , hydride , medicinal chemistry , organic chemistry , catalysis , hydrogen , materials science , metallurgy
Synthesis of the Morphane Skeleton from 4‐Acetamidocyclohexanone 4‐Acetamidocyclohexanone ( 1 ) was substituted via the enamine 2 to yield the estermaids 3a and 4 . By means of sodium hydride the cis isomer of the acetal 3b could be cyclized to give the 2‐azabicyclo[3.3.1]nonane (morphane) 5 .