Catalytic Enantioselective Synthesis of 2,3-Dihydrobenzo[b]oxepines via Asymmetric Oxetane Opening by Internal Carbon Nucleophiles

Tianyu Zhang, Han Zhuang, Luning Tang, Zhengyu Han, Wengang Guo, Hai Huang*, Jianwei Sun*

*Corresponding author for this work

Research output: Contribution to journalJournal Articlepeer-review

16 Citations (Scopus)

Abstract

An intramolecular C–C formation process based on catalytic asymmetric oxetane opening by carbon nucleophiles has been developed, which provides rapid access to a range of valuable enantioenriched 2,3-dihydrobenzo[b]oxepines. With the combination of Sc(OTf)3 and a Box ligand, good chemical efficiency and enantioselectivity were achieved under mild conditions. The products are also useful precursors to other valuable structures, such as the bicyclo[3.2.2]nonane derivatives.

Original languageEnglish
Pages (from-to)207-212
Number of pages6
JournalOrganic Letters
Volume24
Issue number1
DOIs
Publication statusPublished - 14 Jan 2022

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© 2021 American Chemical Society

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