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Syntheses of the 5,6-trimethylene-exo- and endo-9-norbornanols

✍ Scribed by Inman, R. C.; Serve, M. P.


Book ID
127104329
Publisher
American Chemical Society
Year
1982
Tongue
English
Weight
305 KB
Volume
47
Category
Article
ISSN
0022-3263

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A convenient, high-yield synthesis of N-Boc-7-azabicyclo[2.2.1]hept-5-en-2-one (7) was developed by SmI 2 -mediated desulfonylation of 6. Thus, 5-endo-, 5-exo-, 6-endo-, and 6-exo-hydroxylated epibatidine analogues 2a,b and 3a,b were synthesized from 7 by using a Pd(PPh 3 ) 4 -catalyzed reductive He