On the mechanism of the nitrous acid induced conversion of an isopropylidene group into an alkyne

Jean Boivin; Eric Pillot; Alvin Williams; Walter Roger; Samir Z. Zard

doi:10.1016/0040-4039(95)00522-E

On the mechanism of the nitrous acid induced conversion of an isopropylidene group into an alkyne

Jean Boivin
, Eric Pillot
, Alvin Williams
, Walter Roger
, Samir Z. Zard

Laboratoire de Synthèse Organique
Centre national de la recherche scientifique

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

12 Citations (Scopus)

Abstract

Exposure of an unsaturated oxime, unsubstituted in the β-position (such as 13), to sodium nitrite-aqueous acetic acid gives an alkyne (9) through a complex series of reactions that could be mechanistically related to the the conversion of an isopropylidene group into an alkyne reported a few years ago.

Original language	English
Pages (from-to)	3333-3336
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	19
DOIs	https://doi.org/10.1016/0040-4039(95)00522-E
Publication status	Published - 8 May 1995
Externally published	Yes

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title = "On the mechanism of the nitrous acid induced conversion of an isopropylidene group into an alkyne",

abstract = "Exposure of an unsaturated oxime, unsubstituted in the β-position (such as 13), to sodium nitrite-aqueous acetic acid gives an alkyne (9) through a complex series of reactions that could be mechanistically related to the the conversion of an isopropylidene group into an alkyne reported a few years ago.",

author = "Jean Boivin and Eric Pillot and Alvin Williams and Walter Roger and Zard, \{Samir Z.\}",

year = "1995",

month = may,

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doi = "10.1016/0040-4039(95)00522-E",

language = "English",

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journal = "Tetrahedron Letters",

issn = "0040-4039",

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number = "19",

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TY - JOUR

T1 - On the mechanism of the nitrous acid induced conversion of an isopropylidene group into an alkyne

AU - Boivin, Jean

AU - Pillot, Eric

AU - Williams, Alvin

AU - Roger, Walter

AU - Zard, Samir Z.

PY - 1995/5/8

Y1 - 1995/5/8

N2 - Exposure of an unsaturated oxime, unsubstituted in the β-position (such as 13), to sodium nitrite-aqueous acetic acid gives an alkyne (9) through a complex series of reactions that could be mechanistically related to the the conversion of an isopropylidene group into an alkyne reported a few years ago.

AB - Exposure of an unsaturated oxime, unsubstituted in the β-position (such as 13), to sodium nitrite-aqueous acetic acid gives an alkyne (9) through a complex series of reactions that could be mechanistically related to the the conversion of an isopropylidene group into an alkyne reported a few years ago.

U2 - 10.1016/0040-4039(95)00522-E

DO - 10.1016/0040-4039(95)00522-E

M3 - Article

AN - SCOPUS:0028964461

SN - 0040-4039

VL - 36

SP - 3333

EP - 3336

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 19

ER -

On the mechanism of the nitrous acid induced conversion of an isopropylidene group into an alkyne

Abstract

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