Affiliation:
1. Ufa Institute of Chemistry of the Russian Academy of Sciences
2. Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences
3. Ufa State Petroleum Technological University
Abstract
The reaction between N-tosyl-N-[6-(2-cyclopenten-1-yl)phenyl]glycine (syn/anti atropisomeric mixture) and molecular iodine is studied. Along with the expected 8-exo-cyclization product possessing a 3-iodo-2,3,3a,6,7,11b-hexahydrobenzo[e]cyclopenta[g][1,4]oxazocine core, the unexpected 1,11b-dehydrogenated/1-iodinated analogue with a 1,3-diiodo-3,3a,6,7-tetrahydrobenzo[e]cyclopenta[g][1,4]oxazocine structure is observed for the first time in a conventional halolactonization reaction.
Subject
Organic Chemistry,Catalysis
Cited by
9 articles.
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