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2005
Rings with 7 or more members
Q 0050
A Lewis Acid Catalyzed Intramolecular [4 + 3] Cycloaddition Route to Polycyclic
that Contain a Seven-Membered Ring. — A new entry into polycyclic sys14- 076 Systems
tems containing a seven-membered ring is reported. Starting methyleneaziridines are
treated either with an excess of BF3·OEt2 or with a catalytic amount of Sc(O-Tf) 3. Stable
products are isolated after acidic work-up. Reaction of (E)- and (Z)-isomers results in
formation of two diastereoisomers. Their relative amounts are dependent on the geometry of the starting alkene [cf. formation of compounds (VIII) and (IX)]. — (PRIE, G.;
PREVOST, N.; TWIN, H.; FERNANDES, S. A.; HAYES, J. F.; SHIPMAN*, M.;
Angew. Chem., Int. Ed. 43 (2004) 47, 6517-6519; Dep. Chem., Univ. Warwick,
Coventry CV4 7AL, UK; Eng.) — S. Adam
2005
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