135530-07-3Relevant articles and documents
Steric Factors in the Azidolysis-Thermolysis of Some 5-Tosyloxymethylbicyclooct-2-enes to yield 4-Azatetracyclo2,4.03,8>decanes
Berenyi, Sandor,Gulyas, Gyoengyi,Batta, Gyula,Gunda, Tamas,Makleit, Sandor
, p. 1139 - 1142 (1991)
Azidolysis of C-19 diastereoisomer tosylesters of morphine derivatives possessing a bridged ring C has been studied and 4-azatetracyclo2,4.03,8>decanes 6b, 6d, and 6f were formed via the substitution and subsequent intramolecular cyclization of the (R)-C-19 tosylesters 4b, 4d, and 4f, and primarily the ethylidene derivatives 7a, 7b and 7c were obtained from (S)-C-19 tosylesters 4c, 4e and 4g.According to our experience the course of the reaction depends on the configuration of the C-19 centre of chirality and on the spatial requirement of the substituent on C-6.