A one-pot synthesis of α-formyl-α-allylacetates via nucleophilic catalysis.

William Chung; Petra Lindovska; Jason E. Camp

doi:10.1016/j.tetlet.2011.10.035

A one-pot synthesis of α-formyl-α-allylacetates via nucleophilic catalysis.

William Chung, Petra Lindovska, Jason E. Camp

Department of Chemistry

University of Nottingham

Research output: Contribution to journal › Article › peer-review

10 Citations (SciVal)

Abstract

A step-economical one-pot nucleophilic catalysis/thermal Claisen rearrangement protocol for the direct synthesis of α-formyl-α-allylacetates from allylic alcs. and activated alkynes has been developed. The product α-formyl-α-allylacetates were further reacted in situ to give either protected enol ethers or β-hydroxy-4-pentenoates. [on SciFinder(R)]

Original language	English
Pages (from-to)	6785-6787
Number of pages	3
Journal	Tetrahedron Letters
Volume	52
Issue number	50
DOIs	https://doi.org/10.1016/j.tetlet.2011.10.035
Publication status	Published - 14 Dec 2011

Bibliographical note

M1 - Copyright (C) 2018 American Chemical Society (ACS). All Rights Reserved.

CAPLUS AN 2011:1470593(Journal; Online Computer File)

Keywords

allylic alc activated alkyne nucleophilic catalysis addn Claisen rearrangement
formyl allylacetate prepn protection redn

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10.1016/j.tetlet.2011.10.035

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abstract = "A step-economical one-pot nucleophilic catalysis/thermal Claisen rearrangement protocol for the direct synthesis of α-formyl-α-allylacetates from allylic alcs. and activated alkynes has been developed. The product α-formyl-α-allylacetates were further reacted in situ to give either protected enol ethers or β-hydroxy-4-pentenoates. [on SciFinder(R)]",

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T1 - A one-pot synthesis of α-formyl-α-allylacetates via nucleophilic catalysis.

AU - Chung, William

AU - Lindovska, Petra

AU - Camp, Jason E.

PY - 2011/12/14

Y1 - 2011/12/14

N2 - A step-economical one-pot nucleophilic catalysis/thermal Claisen rearrangement protocol for the direct synthesis of α-formyl-α-allylacetates from allylic alcs. and activated alkynes has been developed. The product α-formyl-α-allylacetates were further reacted in situ to give either protected enol ethers or β-hydroxy-4-pentenoates. [on SciFinder(R)]

AB - A step-economical one-pot nucleophilic catalysis/thermal Claisen rearrangement protocol for the direct synthesis of α-formyl-α-allylacetates from allylic alcs. and activated alkynes has been developed. The product α-formyl-α-allylacetates were further reacted in situ to give either protected enol ethers or β-hydroxy-4-pentenoates. [on SciFinder(R)]

KW - allylic alc activated alkyne nucleophilic catalysis addn Claisen rearrangement

KW - formyl allylacetate prepn protection redn

U2 - 10.1016/j.tetlet.2011.10.035

DO - 10.1016/j.tetlet.2011.10.035

M3 - Article

SN - 0040-4039

VL - 52

SP - 6785

EP - 6787

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

A one-pot synthesis of α-formyl-α-allylacetates via nucleophilic catalysis.

Abstract

Bibliographical note

Keywords

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