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The chemistry of thujone. VI . Thujone as a chiral synthon for the synthesis of optically active steroid analogues
Author(s) -
Kutney James P.,
Grice Peter,
Pascoe Keith O.,
Piotrowska Krystyna,
Rettig Steven J.,
Szykula Jerzy,
Trotter James
Publication year - 1982
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.19820650741
Subject(s) - chemistry , synthon , cyclopropane , enone , optically active , steroid , ring (chemistry) , stereochemistry , organic chemistry , biochemistry , hormone
The thujone derived enone 1 is converted in one step to the pentacyclic compound 4 . The structure of 4 was determined by X‐ray diffraction analysis. The acid‐catalyzed cyclopropane‐ring opening of 4 and of the model compound 9 are described.