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Stereospecific Molecular Design. Synthesis of a New Heterotricyclic System
Author(s) -
Tschamber Théophile,
Fritz Hans,
Streith Jacques
Publication year - 1985
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.19850680528
Subject(s) - chemistry , stereospecificity , catalysis , bicyclic molecule , tricyclic , stereochemistry , combinatorial chemistry , organic chemistry
UV irradiation of the bicyclic enimine 1 led stereospecifically to the anti ‐tricyclic isomer 2 which reverted back to 1 , either by thermal activation or by acid catalysis at room temperature. Catalytic hydrogenation of 2 gave compound 4 whose configuration was fully ascertained by high‐field 1 H‐NMR measurements.
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