Development of two processes for the synthesis of bridged azabicyclic systems: intermolecular radical addition–homoallylic rearrangements leading to 2-azanorborn- …
DM Hodgson, MWP Bebbington, P Willis
Index: Hodgson, David M.; Bebbington, Magnus W.P.; Willis, Paul Organic and Biomolecular Chemistry, 2003 , vol. 1, # 21 p. 3787 - 3798
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Citation Number: 23
Abstract
Radical thiol additions to 7-azanorbornadienes give 7-thio-substituted 2-azanorbornenes and Barton deoxygenations of 7-azabenzonorbornanols give 2-azabenzonorbornanes. The processes both involve novel nitrogen-directed radical rearrangements. The kinetics and mechanisms of the reactions are also discussed.
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