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Taming the Friedel-Crafts reaction: organocatalytic approach to optically active 2,3-dihydrobenzofurans.

Angewandte Chemie (International ed. in English) (2011-11-09)
Łukasz Albrecht, Lars Krogager Ransborg, Vibeke Lauridsen, Mette Overgaard, Theo Zweifel, Karl Anker Jørgensen
RESUMEN

Fine-tuning: Three types of optically active trans-2,3-disubstituted-2,3-dihydrobenzofurans having three contiguous stereogenic centers can be efficiently accessed by one-pot reaction cascades (see scheme; TMS = trimethylsilyl). High substitution diversity of the final products can be achieved from the same common precursors by fine-tuning of their reactivity through simple structural modifications.

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Sigma-Aldrich
2,3-Dihydrobenzofuran, 99%