Heterotricyclodecane. VII. 2,7‐Dithia‐isotwistan und Derivate | Zendy

Ganter C. | Zendy; Wigger N. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Heterotricyclodecane. VII. 2,7‐Dithia‐isotwistan und Derivate

Author(s) -

Ganter C.,

Wigger N.

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.19720550219

Subject(s) - chemistry , sulfonium , bicyclic molecule , halide , medicinal chemistry , stereochemistry , organic chemistry , salt (chemistry)

The synthesis of 2,7‐dithia‐isotwistane ( 18 ) and several of its derivatives ( 13 – 17 ) was achieved starting from endo ‐2‐chloro‐9‐thiabicyclo[3.3.1]non‐6‐ene ( 3 ) and using the bicyclic mercaptan 7 as a key intermediate. The isotwistane halides 13 and 14 were treated under reaction conditions suitable for molecular rearrangements involving an epi ‐sulfonium ion ( a ) by neighbouring group participation. However, only isotwistane derivatives were formed ( 13 → 16 , 13 → 17 , 14 → 16 , 14 → 17 ) and no rearranged products with twistane structure could be isolated.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research