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Neue chirale Hilfsgruppen: Gewinnung einer phenylazaanalogen Camphansäure nach veränderter N/O‐Regioselektivität einer Ringverengungsreaktion
Author(s) -
Wanner Klaus Th.
Publication year - 1988
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.198819880621
Subject(s) - chemistry , regioselectivity , stereochemistry , imide , bicyclic molecule , alkylation , medicinal chemistry , catalysis , organic chemistry
New Chiral Auxiliary Groups: Formation of a Phenylaza Analogue of Camphanic Acid after Change of N/O‐Regioselectivity of a Ring‐Contraction Reaction By treating α‐bromo imide (−)‐ 1 with sodium methylate an earlier observed mode of ring contraction is altered from O ‐ to N ‐alkylation and the bicyclic lactam (+)‐ 3b is formed.