A tandem C-H insertion-acetal cleavage sequence: stereocontrolled synthesis of substituted tetrahydrofurans

A Garbi, JG Mina, PG Steel, T Longstaff, S Vile

Research output: Contribution to journalArticleResearchpeer-review

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.
Original languageEnglish
Pages (from-to)7175-7178
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number42
DOIs
Publication statusPublished - 17 Oct 2005

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Furans
Lewis Acids
Acetals
carbene
tetrahydrofuran

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Garbi, A ; Mina, JG ; Steel, PG ; Longstaff, T ; Vile, S. / A tandem C-H insertion-acetal cleavage sequence: stereocontrolled synthesis of substituted tetrahydrofurans. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 42. pp. 7175-7178.
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A tandem C-H insertion-acetal cleavage sequence: stereocontrolled synthesis of substituted tetrahydrofurans. / Garbi, A; Mina, JG; Steel, PG; Longstaff, T; Vile, S.

In: Tetrahedron Letters, Vol. 46, No. 42, 17.10.2005, p. 7175-7178.

Research output: Contribution to journalArticleResearchpeer-review

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T1 - A tandem C-H insertion-acetal cleavage sequence: stereocontrolled synthesis of substituted tetrahydrofurans

AU - Garbi, A

AU - Mina, JG

AU - Steel, PG

AU - Longstaff, T

AU - Vile, S

PY - 2005/10/17

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N2 - 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.

AB - 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.

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DO - 10.1016/j.tetlet.2005.08.082

M3 - Article

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