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2,3,6,7‐Tetrasubstituted Perhydroanthracenes: Stereoselective Synthesis and Biconformationality Studies
Author(s) -
Berninger Jörn,
Krauss Rolf,
Weinig HansGeorg,
Koert Ulrich,
Ziemer Burkhard,
Harms Klaus
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199904)1999:4<875::aid-ejoc875>3.0.co;2-#
Subject(s) - chemistry , stereoselectivity , stereochemistry , organic chemistry , catalysis
2,3,6,7‐Tetrasubstituted perhydroanthracenes with the relative configuration 2β,3α,4aα,6β,7α,8aβ,9aα,10aβ have been synthesized stereoselectively. The biconformationality of these compounds has been investigated in solution by NMR and in the solid state by X‐ray crystallography. A triple‐ring flip 2 → 3 was realized for the first time by the covalently induced transition 29 → 30 .