An efficient synthesis of large ring acetylenes

Jean Boivin; Sylvain Huppé; Samir Z. Zard

doi:10.1016/0040-4039(95)01146-9

An efficient synthesis of large ring acetylenes

Jean Boivin
, Sylvain Huppé
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

Abstract

The two regioisomeric β-ketoesters obtained by ring expansion of a cycloalkanone with ethyl diazoacetate and a Lewis acid give the same cycloalkyne upon exposure of the corresponding isoxazolinone to sodium nitrite / aqueous acetic acid and ferrous sulfate.

Original language	English
Pages (from-to)	5737-5740
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	32
DOIs	https://doi.org/10.1016/0040-4039(95)01146-9
Publication status	Published - 7 Aug 1995
Externally published	Yes

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title = "An efficient synthesis of large ring acetylenes",

abstract = "The two regioisomeric β-ketoesters obtained by ring expansion of a cycloalkanone with ethyl diazoacetate and a Lewis acid give the same cycloalkyne upon exposure of the corresponding isoxazolinone to sodium nitrite / aqueous acetic acid and ferrous sulfate.",

author = "Jean Boivin and Sylvain Hupp{\'e} and Zard, \{Samir Z.\}",

year = "1995",

month = aug,

day = "7",

doi = "10.1016/0040-4039(95)01146-9",

language = "English",

volume = "36",

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journal = "Tetrahedron Letters",

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number = "32",

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T1 - An efficient synthesis of large ring acetylenes

AU - Boivin, Jean

AU - Huppé, Sylvain

AU - Zard, Samir Z.

PY - 1995/8/7

Y1 - 1995/8/7

N2 - The two regioisomeric β-ketoesters obtained by ring expansion of a cycloalkanone with ethyl diazoacetate and a Lewis acid give the same cycloalkyne upon exposure of the corresponding isoxazolinone to sodium nitrite / aqueous acetic acid and ferrous sulfate.

AB - The two regioisomeric β-ketoesters obtained by ring expansion of a cycloalkanone with ethyl diazoacetate and a Lewis acid give the same cycloalkyne upon exposure of the corresponding isoxazolinone to sodium nitrite / aqueous acetic acid and ferrous sulfate.

UR - https://www.scopus.com/pages/publications/105006971360

U2 - 10.1016/0040-4039(95)01146-9

DO - 10.1016/0040-4039(95)01146-9

M3 - Article

AN - SCOPUS:105006971360

SN - 0040-4039

VL - 36

SP - 5737

EP - 5740

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 32

ER -

An efficient synthesis of large ring acetylenes

Abstract

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