Hydrogen iodide-promoted reduction of β-chlorovinamidinium salts

Ian W. Davies; Mark Taylor; David Hughes; Paul J. Reider

doi:10.1021/ol006497z

Hydrogen iodide-promoted reduction of β-chlorovinamidinium salts

Ian W. Davies, Mark Taylor, David Hughes, Paul J. Reider

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

13 Scopus citations

Abstract

(matrix presented) HI cleanly reduced chlorovinamidinium salts to the vinamidinium salt in essentially quantitative assay yield and 55-85% isolated yield following recrystallization. The reaction proceeds via protonation of the β-carbon atom of the vinamidinium and dechlorination via the formation of I-CI.

Original language	English (US)
Pages (from-to)	3385-3387
Number of pages	3
Journal	Organic letters
Volume	2
Issue number	21
DOIs	https://doi.org/10.1021/ol006497z
State	Published - Oct 19 2000
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol006497z

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@article{207f34d1c9d34853bb50d34deffdfc1f,

title = "Hydrogen iodide-promoted reduction of β-chlorovinamidinium salts",

abstract = "(matrix presented) HI cleanly reduced chlorovinamidinium salts to the vinamidinium salt in essentially quantitative assay yield and 55-85% isolated yield following recrystallization. The reaction proceeds via protonation of the β-carbon atom of the vinamidinium and dechlorination via the formation of I-CI.",

author = "Davies, {Ian W.} and Mark Taylor and David Hughes and Reider, {Paul J.}",

year = "2000",

month = oct,

day = "19",

doi = "10.1021/ol006497z",

language = "English (US)",

volume = "2",

pages = "3385--3387",

journal = "Organic letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "21",

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T1 - Hydrogen iodide-promoted reduction of β-chlorovinamidinium salts

AU - Davies, Ian W.

AU - Taylor, Mark

AU - Hughes, David

AU - Reider, Paul J.

PY - 2000/10/19

Y1 - 2000/10/19

N2 - (matrix presented) HI cleanly reduced chlorovinamidinium salts to the vinamidinium salt in essentially quantitative assay yield and 55-85% isolated yield following recrystallization. The reaction proceeds via protonation of the β-carbon atom of the vinamidinium and dechlorination via the formation of I-CI.

AB - (matrix presented) HI cleanly reduced chlorovinamidinium salts to the vinamidinium salt in essentially quantitative assay yield and 55-85% isolated yield following recrystallization. The reaction proceeds via protonation of the β-carbon atom of the vinamidinium and dechlorination via the formation of I-CI.

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U2 - 10.1021/ol006497z

DO - 10.1021/ol006497z

M3 - Article

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AN - SCOPUS:0001078547

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EP - 3387

JO - Organic letters

JF - Organic letters

IS - 21

ER -

Hydrogen iodide-promoted reduction of β-chlorovinamidinium salts

Abstract

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