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Synlett 1998; 1998(4): 365-366
DOI: 10.1055/s-1998-1663
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Aromatic Annulation of Alicyclic α,β-Unsaturated Aldehydes: Synthesis of Chirally Substituted Tetrahydronaphthalenes

Elisabetta Brenna* , Claudio Fuganti, Stefano Serra
  • *Dip. di Chimica del Politecnico, Centro CNR per la Chimica delle Sostanze Organiche Naturali, Via Mancinelli 7, 20131 Milano, Italy; Fax 39 2 23 99 30 80; E-mail: brenna@dept.chem.polimi.it
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Publication History

Publication Date:
31 December 2000 (online)

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Chiral 2-tetrahydronaphthalene-carboxylic acid derivatives 3, 6, and 9 were prepared by functionalization of enantiopure terpenic unsaturated aldehydes 1, 4, 7 with triphenyl-(α-carbethoxy-β-carboxyethyl)-phosphonium betaine, followed by a cyclization reaction promoted by ethyl chloroformate under basic conditions.

aromatic annulation - alicyclic α,β unsaturated aldehydes - chiral tetrahydronaphthalenes