A Tandem C-H Insertion—Acetal Cleavage Sequence: Stereocontrolled Synthesis of Substituted Tetrahydrofurans.

Garbi, Amel; Mina, John; Steel, Patrick G.; Longstaff, Tim; Vile, Sadie

Abstract

A short sequence involving Rh(II) mediated carbene insertion followed by Lewis acid promoted reductive acetal cleavage with Et3SiH provides a stereoselective method for the construction of 2,3,5-trisubstituted tetrahydrofuran rings.

Citation

Garbi, A., Mina, J., Steel, P. G., Longstaff, T., & Vile, S. (2005). A Tandem C-H Insertion—Acetal Cleavage Sequence: Stereocontrolled Synthesis of Substituted Tetrahydrofurans. Tetrahedron Letters, 46(42), 7175-7178. https://doi.org/10.1016/j.tetlet.2005.08.082

• Journal Article Type: Article
• Acceptance Date: Jan 6, 2016
• Publication Date: 2005-10
• Deposit Date: Jan 6, 2016
• Journal: Tetrahedron Letters
• Print ISSN: 0040-4039
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 46
• Issue: 42
• Pages: 7175-7178
• DOI: https://doi.org/10.1016/j.tetlet.2005.08.082
• Public URL: https://durham-repository.worktribe.com/output/1415516