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

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

doi:10.1016/j.tetlet.2005.08.082

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 journal › Article › peer-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 language	English
Pages (from-to)	7175-7178
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	42
DOIs	https://doi.org/10.1016/j.tetlet.2005.08.082
Publication status	Published - 17 Oct 2005

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@article{e0d43190c7c94d4d8effcf456ea37eaf,

title = "A tandem C-H insertion-acetal cleavage sequence: stereocontrolled synthesis of substituted tetrahydrofurans",

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.",

author = "A Garbi and JG Mina and PG Steel and T Longstaff and S Vile",

year = "2005",

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doi = "10.1016/j.tetlet.2005.08.082",

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journal = "Tetrahedron Letters",

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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

Y1 - 2005/10/17

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.

U2 - 10.1016/j.tetlet.2005.08.082

DO - 10.1016/j.tetlet.2005.08.082

M3 - Article

SN - 0040-4039

VL - 46

SP - 7175

EP - 7178

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 42

ER -

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

Abstract

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