The reaction of LiAlH4/HMPA with oximes: Mechanism and synthetic applications

Natarajan Balachander; Shin Shin Hang; Chaim N. Sukenik

doi:10.1016/s0040-4039(00)85079-0

The reaction of LiAlH₄/HMPA with oximes: Mechanism and synthetic applications

Natarajan Balachander
, Shin Shin Hang
, Chaim N. Sukenik

Case Western Reserve University

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

14 Scopus citations

Abstract

Three aspects of the reaction of LiAlH₄ in HMPA with oximes have been studied: the mechanism of the conversion of ketoximes into ketones, application of this reaction to the selective reduction of enones to ketones via the ene-oxime, and the conversion of aldoximes to either nitriles or aldehydes as a function of substrate structure.

Original language	English
Pages (from-to)	4849-4852
Number of pages	4
Journal	Tetrahedron Letters
Volume	27
Issue number	40
DOIs	https://doi.org/10.1016/s0040-4039(00)85079-0
State	Published - 1986
Externally published	Yes

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10.1016/s0040-4039(00)85079-0

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title = "The reaction of LiAlH4/HMPA with oximes: Mechanism and synthetic applications",

abstract = "Three aspects of the reaction of LiAlH4 in HMPA with oximes have been studied: the mechanism of the conversion of ketoximes into ketones, application of this reaction to the selective reduction of enones to ketones via the ene-oxime, and the conversion of aldoximes to either nitriles or aldehydes as a function of substrate structure.",

author = "Natarajan Balachander and Hang, \{Shin Shin\} and Sukenik, \{Chaim N.\}",

year = "1986",

doi = "10.1016/s0040-4039(00)85079-0",

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T2 - Mechanism and synthetic applications

AU - Balachander, Natarajan

AU - Hang, Shin Shin

AU - Sukenik, Chaim N.

PY - 1986

Y1 - 1986

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AB - Three aspects of the reaction of LiAlH4 in HMPA with oximes have been studied: the mechanism of the conversion of ketoximes into ketones, application of this reaction to the selective reduction of enones to ketones via the ene-oxime, and the conversion of aldoximes to either nitriles or aldehydes as a function of substrate structure.

UR - https://www.scopus.com/pages/publications/0001234033

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 40

ER -

The reaction of LiAlH₄/HMPA with oximes: Mechanism and synthetic applications

Abstract

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