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Diels−Alder Additions of Benzynes within Helicene Skeletons

2004/09/30 by David Zhigang Wang, Thomas J. Katz, James E. Golen +1 · 2 citations
Chemistry · Biochemistry, Genetics and Molecular Biology · #Cyclization and Aryne Chemistry #Synthesis and Properties of Aromatic Compounds #DNA and Nucleic Acid Chemistry

paper · doi:10.1021/jo048707h

openalex publication_date 2004/09/30 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/22

Abstract

Although the contortions required are unprecedented, the benzynes formed by the fluoride-induced elimination of TMSOTf from o-trimethylsilyl [6]- and [7]-helicenol triflates add to another ring of the helicenes rather than to an external furan molecule.

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