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Synthese von racemischen, isomeren Desoxo‐4, 14‐didemethyl‐cassain‐Derivaten. 4. Mitteilung über Cassain‐Analoga
Author(s) -
Hauth H.,
Stauffacher D.
Publication year - 1972
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.19720550517
Subject(s) - chemistry , ketone , homogeneous , tricyclic , stereochemistry , organic chemistry , physics , thermodynamics
For the synthesis of demethyl analogues of Erythrophleum alkaloids, the tricyclic ketone 14 ( trans‐anti‐trans ) was prepared. The Horner reaction on 14 led to a mixture of cis/trans compounds, which could be separated into the homogeneous racemic isomers 21 and 22 . These compounds were transformed into the corresponding 2‐dimethylamino‐ethyl esters of their 3‐dehydro and 3‐O‐carbamoyl derivatives.