Synthesis of enediynes by reaction of bicycloalkenyldiiodonium salts with lithium alkynylcuprates

P. J. Stang; T. Blume; V. V. Zhdankin

doi:10.1055/s-1993-25783

Synthesis of enediynes by reaction of bicycloalkenyldiiodonium salts with lithium alkynylcuprates

P. J. Stang, T. Blume, V. V. Zhdankin

Chemistry & Biochemistry

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26 Scopus citations

Abstract

Bicycloalkendyldiiodonium salts, di[phenyl(trifluoromethanesulfonyloxy)iodo]norbornadiene (1a) and di[phenyl(trifluoromethanesulfonyloxy)iodo]-3,5-epoxy-1,4- cyclohexadiene (1b) react under mild conditions, with a number of lithium alkynylcuprates, generated in situ from the corresponding lithium acetylides and copper(I) cyanide, to give the respective enediynes 2 in moderate to good isolated yields.

Original language	English (US)
Pages (from-to)	35-36
Number of pages	2
Journal	Synthesis
Issue number	1
DOIs	https://doi.org/10.1055/s-1993-25783
State	Published - Jan 1 1993

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abstract = "Bicycloalkendyldiiodonium salts, di[phenyl(trifluoromethanesulfonyloxy)iodo]norbornadiene (1a) and di[phenyl(trifluoromethanesulfonyloxy)iodo]-3,5-epoxy-1,4- cyclohexadiene (1b) react under mild conditions, with a number of lithium alkynylcuprates, generated in situ from the corresponding lithium acetylides and copper(I) cyanide, to give the respective enediynes 2 in moderate to good isolated yields.",

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year = "1993",

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doi = "10.1055/s-1993-25783",

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AU - Stang, P. J.

AU - Blume, T.

AU - Zhdankin, V. V.

PY - 1993/1/1

Y1 - 1993/1/1

N2 - Bicycloalkendyldiiodonium salts, di[phenyl(trifluoromethanesulfonyloxy)iodo]norbornadiene (1a) and di[phenyl(trifluoromethanesulfonyloxy)iodo]-3,5-epoxy-1,4- cyclohexadiene (1b) react under mild conditions, with a number of lithium alkynylcuprates, generated in situ from the corresponding lithium acetylides and copper(I) cyanide, to give the respective enediynes 2 in moderate to good isolated yields.

AB - Bicycloalkendyldiiodonium salts, di[phenyl(trifluoromethanesulfonyloxy)iodo]norbornadiene (1a) and di[phenyl(trifluoromethanesulfonyloxy)iodo]-3,5-epoxy-1,4- cyclohexadiene (1b) react under mild conditions, with a number of lithium alkynylcuprates, generated in situ from the corresponding lithium acetylides and copper(I) cyanide, to give the respective enediynes 2 in moderate to good isolated yields.

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Synthesis of enediynes by reaction of bicycloalkenyldiiodonium salts with lithium alkynylcuprates

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