SYNTHESIS OF EXO-5-AZIDONORBORNENE AND EXO-2,EXO-5-DIAZIDONORBORNENE

Authors
MARCHAND AP SOROKIN VD RAJAGOPAL D BOTT SG
Citation
Ap. Marchand et al., SYNTHESIS OF EXO-5-AZIDONORBORNENE AND EXO-2,EXO-5-DIAZIDONORBORNENE, Synthetic communications, 24(21), 1994, pp. 3141-3147
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
24
Issue
21
Year of publication
1994
Pages
3141 - 3147
Database
ISI
SICI code
0039-7911(1994)24:21<3141:SOEAE>2.0.ZU;2-O
Abstract
Polar addition of HN3 to norbornadiene (1) affords exo-5-azidonorborne ne (2, 70%). Subsequent azidomercuration-demercuration of 2, performed by using in situ generated Hg(N3)2 followed by reductive demercuratio n, proceeds stereospecifically to afford exo-2,exo-5-diazidonorbornane (5, 68% yield).