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Eine neue Synthese von Muscon und Exalton ®. Die Enamin‐Route der Ringerweiterungsreaktion
Author(s) -
Bienz Stefan,
Hesse Manfred
Publication year - 1988
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.19880710717
Subject(s) - chemistry , enamine , ring (chemistry) , amine gas treating , stereochemistry , medicinal chemistry , organic chemistry , catalysis
A New Synthesis of Muscone and Exaltone ®. The Enamine Approach of Ring‐Enlargement Reaction Key reaction in the synthesis of the title compounds is the treatment of the aldehydes 6 and 7 (obtained from 1 ) with a primary amine, e.g. pentylamine, in EtOH at room temperature. After stirring overnight, the products 8 and 9 , respectively, are obtained in good yields. Both are enlargement by three ring members and can be transformed to Exalton ® ( 12 ) and (±)‐muscone, ( 13 ), respectively.