85229-58-9Relevant academic research and scientific papers
Preparation of 1,2exo- and 1,2endo-Diiodo-bicycloheptane
Camenzind, Hugo,Krebs, Ernst-Peter,Keese, Reinhart
, p. 2042 - 2048 (1982)
1,2exo-Diiodo-norbornane (4) was prepared from norcamphor hydrazone by oxidative iodination and subsequent rearragement of the 2,2-diiodo-bicycloheptane (2).The stable α-iodohydrazone 11 was obtained from 1-iodo-bicycloheptan-2-one (10), which itself was prepared from 1-iodo-norbornene (5).Subsequent treatment of 11 with iodine lead to 1,2,2-triiodo-norbornane (12) and 1,2-diiodo-norborn-2-ene (13). 1,2endo-Diiodo-norbornane (14) was obtained by stereoselective reduction of 12 with tributhyltinhydride or by reaction of 13 with diimide.
