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

Thomas R. Hoye, Christopher J. Dinsmore

Research output: Contribution to journalArticlepeer-review

47 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 languageEnglish (US)
Pages (from-to)3755-3758
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number31
DOIs
StatePublished - Jul 29 1991

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