Design, preparation, X-ray crystal structure, and reactivity of o-alkoxyphenyliodonium bis(methoxycarbonyl)methanide, a highly soluble carbene precursor

Chenjie Zhu; Akira Yoshimura; Lei Ji; Yunyang Wei; Victor N. Nemykin; Viktor Zhdankin

doi:10.1021/ol301268j

Design, preparation, X-ray crystal structure, and reactivity of o-alkoxyphenyliodonium bis(methoxycarbonyl)methanide, a highly soluble carbene precursor

Chenjie Zhu, Akira Yoshimura, Lei Ji, Yunyang Wei, Victor N. Nemykin, Viktor Zhdankin

Chemistry & Biochemistry

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

76 Scopus citations

Abstract

The preparation, X-ray structure, and reactivity of new, highly soluble, and reactive iodonium ylides derived from malonate methyl ester and bearing an ortho substituent on the phenyl ring are reported. These new reagents show higher reactivity than common phenyliodonium ylides in the Rh-catalyzed cyclopropanation, C-H insertion, and transylidation reactions under homogeneous conditions.

Original language	English (US)
Pages (from-to)	3170-3173
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	12
DOIs	https://doi.org/10.1021/ol301268j
State	Published - Jun 15 2012

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abstract = "The preparation, X-ray structure, and reactivity of new, highly soluble, and reactive iodonium ylides derived from malonate methyl ester and bearing an ortho substituent on the phenyl ring are reported. These new reagents show higher reactivity than common phenyliodonium ylides in the Rh-catalyzed cyclopropanation, C-H insertion, and transylidation reactions under homogeneous conditions.",

author = "Chenjie Zhu and Akira Yoshimura and Lei Ji and Yunyang Wei and Nemykin, {Victor N.} and Viktor Zhdankin",

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journal = "Organic Letters",

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T1 - Design, preparation, X-ray crystal structure, and reactivity of o-alkoxyphenyliodonium bis(methoxycarbonyl)methanide, a highly soluble carbene precursor

AU - Zhu, Chenjie

AU - Yoshimura, Akira

AU - Ji, Lei

AU - Wei, Yunyang

AU - Nemykin, Victor N.

AU - Zhdankin, Viktor

PY - 2012/6/15

Y1 - 2012/6/15

N2 - The preparation, X-ray structure, and reactivity of new, highly soluble, and reactive iodonium ylides derived from malonate methyl ester and bearing an ortho substituent on the phenyl ring are reported. These new reagents show higher reactivity than common phenyliodonium ylides in the Rh-catalyzed cyclopropanation, C-H insertion, and transylidation reactions under homogeneous conditions.

AB - The preparation, X-ray structure, and reactivity of new, highly soluble, and reactive iodonium ylides derived from malonate methyl ester and bearing an ortho substituent on the phenyl ring are reported. These new reagents show higher reactivity than common phenyliodonium ylides in the Rh-catalyzed cyclopropanation, C-H insertion, and transylidation reactions under homogeneous conditions.

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JO - Organic Letters

JF - Organic Letters

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ER -

Design, preparation, X-ray crystal structure, and reactivity of o-alkoxyphenyliodonium bis(methoxycarbonyl)methanide, a highly soluble carbene precursor

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