Efficient methodology for alkylation of vinylnitroso compounds with carbon nucleophiles

Puhui Li; Max M. Majireck; Jason A. Witek; Steven M. Weinreb

doi:10.1016/j.tetlet.2010.02.050

Efficient methodology for alkylation of vinylnitroso compounds with carbon nucleophiles

Puhui Li
, Max M. Majireck
, Jason A. Witek
, Steven M. Weinreb

Chemistry

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

26 Scopus citations

Abstract

A diverse array of nitrosoalkenes derived from both acyclic and cyclic ketones, as well as aldehydes, via the Denmark protocol using α-chloro-O-TBS-oximes can be trapped efficiently in situ by a wide variety of potassium ester enolates to afford conjugate addition products in good yields.

Original language	English (US)
Pages (from-to)	2032-2035
Number of pages	4
Journal	Tetrahedron Letters
Volume	51
Issue number	15
DOIs	https://doi.org/10.1016/j.tetlet.2010.02.050
State	Published - Apr 14 2010

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2010.02.050

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title = "Efficient methodology for alkylation of vinylnitroso compounds with carbon nucleophiles",

abstract = "A diverse array of nitrosoalkenes derived from both acyclic and cyclic ketones, as well as aldehydes, via the Denmark protocol using α-chloro-O-TBS-oximes can be trapped efficiently in situ by a wide variety of potassium ester enolates to afford conjugate addition products in good yields.",

author = "Puhui Li and Majireck, \{Max M.\} and Witek, \{Jason A.\} and Weinreb, \{Steven M.\}",

note = "Funding Information: We are grateful to the National Institutes of Health ( 9R56GM-087733 ) for financial support of this research.",

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doi = "10.1016/j.tetlet.2010.02.050",

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journal = "Tetrahedron Letters",

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T1 - Efficient methodology for alkylation of vinylnitroso compounds with carbon nucleophiles

AU - Li, Puhui

AU - Majireck, Max M.

AU - Witek, Jason A.

AU - Weinreb, Steven M.

N1 - Funding Information: We are grateful to the National Institutes of Health ( 9R56GM-087733 ) for financial support of this research.

PY - 2010/4/14

Y1 - 2010/4/14

N2 - A diverse array of nitrosoalkenes derived from both acyclic and cyclic ketones, as well as aldehydes, via the Denmark protocol using α-chloro-O-TBS-oximes can be trapped efficiently in situ by a wide variety of potassium ester enolates to afford conjugate addition products in good yields.

AB - A diverse array of nitrosoalkenes derived from both acyclic and cyclic ketones, as well as aldehydes, via the Denmark protocol using α-chloro-O-TBS-oximes can be trapped efficiently in situ by a wide variety of potassium ester enolates to afford conjugate addition products in good yields.

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UR - https://www.scopus.com/pages/publications/77649272768#tab=citedBy

U2 - 10.1016/j.tetlet.2010.02.050

DO - 10.1016/j.tetlet.2010.02.050

M3 - Article

AN - SCOPUS:77649272768

SN - 0040-4039

VL - 51

SP - 2032

EP - 2035

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 15

ER -

Efficient methodology for alkylation of vinylnitroso compounds with carbon nucleophiles

Abstract

All Science Journal Classification (ASJC) codes

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