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Synlett 1994; 1994(10): 821-822
DOI: 10.1055/s-1994-23016
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Stereoselective Heteroaromatic Homolytic Substitution with Carbon Radicals Derived from Oppolzer's Camphorsultam

Enrico Baciocchi* , Ester Muraglia, Claudio Villani
  • *Dipartimento di Chimica and Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università "La Sapienza", P. le A Moro 5, 00185 Rome, Italy.
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Publication Date:
22 March 2002 (online)

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The first example of stereoselective homolytic aromatic substitution of pentatomic heteroaromatics (N-methylpyrrole, furan and thiophene) with a chiral carbon radical, derived from Oppolzer's camphor sultam, is described. The stereoselectivity is extremely good >98% d.e.) with pyrrole and furan, and good (82% d.e.) with thiophene.

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