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Heterotricyclodecane XXIII 2-Thia-7-aza-isotwistane

✍ Scribed by Henry Szczepanski; Camille Ganter

Publisher
John Wiley and Sons
Year
1976
Tongue
German
Weight
302 KB
Volume
59
Category
Article
ISSN
0018-019X

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✦ Synopsis

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.

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