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Heterotricyclodecane XXIII 2‐Thia‐7‐aza‐isotwistane
Author(s) -
Szczepanski Henry,
Ganter Camille
Publication year - 1976
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.19760590833
Subject(s) - chemistry , silver acetate , lithium aluminium hydride , lithium (medication) , medicinal chemistry , aluminum hydride , chloride , nuclear chemistry , aluminium chloride , aluminium , organic chemistry , ion , medicine , endocrinology , methoxide
2‐Thia‐7‐aza‐isotwistanes . The access to the 2‐thia‐7‐aza‐isotwistane system was achieved by water addition to the twistene 1 yielding the isotwistanol 2 , characterized also as its acetate 4 . Analogous D 2 O/D 2 SO 4 ‐treatment of the twistene 1 (→ 3 ) allowed to deduce the reaction pathway for the formation of 2 . The chloride 6 , obtained from 2 , on treatment with lithium aluminium hydride gave a mixture of unsubstituted isotwistane 8 and twistane 9 , whereas silver acetate treatment of 6 led to the isotwistyl acetate 4 and possibly only to traces of the corresponding twistyl acetate 7 .