The interaction of dihydrofurylsilanes with dichlorocarbene under phase-transfer conditions

E. Lukevics; V. N. Gevorgyan; Y. S. Goldberg; A. P. Gaukhman; M. P. Gavars; J. J. Popelis; M. V. Shymanska

doi:10.1016/0022-328X(84)80086-8

The interaction of dihydrofurylsilanes with dichlorocarbene under phase-transfer conditions

E. Lukevics, V. N. Gevorgyan, Y. S. Goldberg, A. P. Gaukhman, M. P. Gavars, J. J. Popelis, M. V. Shymanska

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

7 Scopus citations

Abstract

Dichlorocarbene generated in a two-phase catalytic system reacts with 3-trimethylsilyl-2,5-dihydrofuran to give both possible products of mono-insertion into the CH bond in positions 2 and 5 of the ring, together with a CC bond adduct. Reaction of 2-trimethylsilyl-4,5-dihydrofuran with dichlorocarbene leads to 2,3-dichloro-2-trimethylsilyl-5,6-dihydro-2H-pyran, which is formed via isomerization of the primary bicyclic adduct.

Original language	English (US)
Pages (from-to)	237-240
Number of pages	4
Journal	Journal of Organometallic Chemistry
Volume	265
Issue number	3
DOIs	https://doi.org/10.1016/0022-328X(84)80086-8
State	Published - Apr 17 1984
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/0022-328X(84)80086-8

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title = "The interaction of dihydrofurylsilanes with dichlorocarbene under phase-transfer conditions",

abstract = "Dichlorocarbene generated in a two-phase catalytic system reacts with 3-trimethylsilyl-2,5-dihydrofuran to give both possible products of mono-insertion into the CH bond in positions 2 and 5 of the ring, together with a CC bond adduct. Reaction of 2-trimethylsilyl-4,5-dihydrofuran with dichlorocarbene leads to 2,3-dichloro-2-trimethylsilyl-5,6-dihydro-2H-pyran, which is formed via isomerization of the primary bicyclic adduct.",

author = "E. Lukevics and Gevorgyan, {V. N.} and Goldberg, {Y. S.} and Gaukhman, {A. P.} and Gavars, {M. P.} and Popelis, {J. J.} and Shymanska, {M. V.}",

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T1 - The interaction of dihydrofurylsilanes with dichlorocarbene under phase-transfer conditions

AU - Lukevics, E.

AU - Gevorgyan, V. N.

AU - Goldberg, Y. S.

AU - Gaukhman, A. P.

AU - Gavars, M. P.

AU - Popelis, J. J.

AU - Shymanska, M. V.

PY - 1984/4/17

Y1 - 1984/4/17

N2 - Dichlorocarbene generated in a two-phase catalytic system reacts with 3-trimethylsilyl-2,5-dihydrofuran to give both possible products of mono-insertion into the CH bond in positions 2 and 5 of the ring, together with a CC bond adduct. Reaction of 2-trimethylsilyl-4,5-dihydrofuran with dichlorocarbene leads to 2,3-dichloro-2-trimethylsilyl-5,6-dihydro-2H-pyran, which is formed via isomerization of the primary bicyclic adduct.

AB - Dichlorocarbene generated in a two-phase catalytic system reacts with 3-trimethylsilyl-2,5-dihydrofuran to give both possible products of mono-insertion into the CH bond in positions 2 and 5 of the ring, together with a CC bond adduct. Reaction of 2-trimethylsilyl-4,5-dihydrofuran with dichlorocarbene leads to 2,3-dichloro-2-trimethylsilyl-5,6-dihydro-2H-pyran, which is formed via isomerization of the primary bicyclic adduct.

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The interaction of dihydrofurylsilanes with dichlorocarbene under phase-transfer conditions

Abstract

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