Stereochemistry of oxidative deiodination leading to formation of covalent perchlorates

Nikolai S. Zefirov; Viktor V. Zhdankin; Anatoly S. Koz'min

doi:10.1016/S0040-4039(00)84391-9

Stereochemistry of oxidative deiodination leading to formation of covalent perchlorates

Nikolai S. Zefirov, Viktor V. Zhdankin, Anatoly S. Koz'min

Chemistry & Biochemistry

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Abstract

The oxidative deiodination of several secondary iodides (1,2 and 3) in the presence of lithium perchlorate proceeds with inversion at carbon to give the corresponding perchlorates. This observation is discussed in terms of the dependence of nucleophilic reactivity of nucleofugic anions on the carbocationic character of transition state of synchronous S_N processes.

Original language	English (US)
Pages (from-to)	1845-1846
Number of pages	2
Journal	Tetrahedron Letters
Volume	27
Issue number	16
DOIs	https://doi.org/10.1016/S0040-4039(00)84391-9
State	Published - 1986

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title = "Stereochemistry of oxidative deiodination leading to formation of covalent perchlorates",

abstract = "The oxidative deiodination of several secondary iodides (1,2 and 3) in the presence of lithium perchlorate proceeds with inversion at carbon to give the corresponding perchlorates. This observation is discussed in terms of the dependence of nucleophilic reactivity of nucleofugic anions on the carbocationic character of transition state of synchronous SN processes.",

author = "Zefirov, {Nikolai S.} and Zhdankin, {Viktor V.} and Koz'min, {Anatoly S.}",

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pages = "1845--1846",

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T1 - Stereochemistry of oxidative deiodination leading to formation of covalent perchlorates

AU - Zefirov, Nikolai S.

AU - Zhdankin, Viktor V.

AU - Koz'min, Anatoly S.

PY - 1986

Y1 - 1986

N2 - The oxidative deiodination of several secondary iodides (1,2 and 3) in the presence of lithium perchlorate proceeds with inversion at carbon to give the corresponding perchlorates. This observation is discussed in terms of the dependence of nucleophilic reactivity of nucleofugic anions on the carbocationic character of transition state of synchronous SN processes.

AB - The oxidative deiodination of several secondary iodides (1,2 and 3) in the presence of lithium perchlorate proceeds with inversion at carbon to give the corresponding perchlorates. This observation is discussed in terms of the dependence of nucleophilic reactivity of nucleofugic anions on the carbocationic character of transition state of synchronous SN processes.

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ER -

Stereochemistry of oxidative deiodination leading to formation of covalent perchlorates

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