Double (internal/external) alkyne insertion reactions of α-diazoketones

Thomas R. Hoye; Christopher J. Dinsmore

doi:10.1016/S0040-4039(00)79368-3

Double (internal/external) alkyne insertion reactions of α-diazoketones

Thomas R. Hoye, Christopher J. Dinsmore

Chemistry (Twin Cities)

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46 Scopus citations

Abstract

Acetylenic α-diazoketone 5, when treated with Rh₂(OAc)₄ and several different alkynes, gives alkyne insertion/cyclopropenation products. Subsequent catalytic ring opening reactions demonstrate a highly regioselective net double alkyne insertion process and a new dihydropentalenone synthesis.

Original language	English (US)
Pages (from-to)	3755-3758
Number of pages	4
Journal	Tetrahedron Letters
Volume	32
Issue number	31
DOIs	https://doi.org/10.1016/S0040-4039(00)79368-3
State	Published - Jul 29 1991

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title = "Double (internal/external) alkyne insertion reactions of α-diazoketones",

abstract = "Acetylenic α-diazoketone 5, when treated with Rh2(OAc)4 and several different alkynes, gives alkyne insertion/cyclopropenation products. Subsequent catalytic ring opening reactions demonstrate a highly regioselective net double alkyne insertion process and a new dihydropentalenone synthesis.",

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AU - Dinsmore, Christopher J.

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N2 - Acetylenic α-diazoketone 5, when treated with Rh2(OAc)4 and several different alkynes, gives alkyne insertion/cyclopropenation products. Subsequent catalytic ring opening reactions demonstrate a highly regioselective net double alkyne insertion process and a new dihydropentalenone synthesis.

AB - Acetylenic α-diazoketone 5, when treated with Rh2(OAc)4 and several different alkynes, gives alkyne insertion/cyclopropenation products. Subsequent catalytic ring opening reactions demonstrate a highly regioselective net double alkyne insertion process and a new dihydropentalenone synthesis.

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Double (internal/external) alkyne insertion reactions of α-diazoketones

Abstract

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