Absolute Configuration of 2‐Substituted 2‐Azabicyclo [2.2. 1] hept‐5‐enes
E Pombo‐Villar, J Boelsterli, MM Cid… - Helvetica chimica …, 1993 - Wiley Online Library
Helvetica chimica acta, 1993•Wiley Online Library
Abstract The diastereoisomeric 2‐substituted 2‐azabicyclo [2.2. 1] hept‐5‐enes 2–4 were
prepared by aza‐Diels‐Alder reaction of cyclopentadiene with the corresponding
methaniminium ions. Their relative configurations were deduced using 1H, 1H‐ROESY
experiments, and their absolute configurations were assigned from the crystal structure of
the aziridinium derivative (−)‐5. The absolute configuration of (+)‐1, ie (1R), was assigned
by CD spectroscopy.
prepared by aza‐Diels‐Alder reaction of cyclopentadiene with the corresponding
methaniminium ions. Their relative configurations were deduced using 1H, 1H‐ROESY
experiments, and their absolute configurations were assigned from the crystal structure of
the aziridinium derivative (−)‐5. The absolute configuration of (+)‐1, ie (1R), was assigned
by CD spectroscopy.
Abstract
The diastereoisomeric 2‐substituted 2‐azabicyclo[2.2.1]hept‐5‐enes 2–4 were prepared by aza‐Diels‐Alder reaction of cyclopentadiene with the corresponding methaniminium ions. Their relative configurations were deduced using 1H, 1H‐ROESY experiments, and their absolute configurations were assigned from the crystal structure of the aziridinium derivative (−)‐5. The absolute configuration of (+)‐1, i.e. (1R), was assigned by CD spectroscopy.
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