Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes

H. J. Heeres; A. Heeres; J. H. Teuben

doi:10.1021/om00119a023

Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes

H. J. Heeres, A. Heeres, J. H. Teuben

Biobased Ingredients and Materials

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The lanthanide alkyls Cp 2 *LnCH(SiMe 3 ) 2 (Ln = La, Ce) are efficient catalysts for the cyclodimerization of 2-alkynes MeC≡CR (R = Me, Et, n-Pr) to 1,2-disubstituted 3-alkylidenecyclobutenes. The first step in the reaction is a propargylic metalation of the α-methyl group, giving Cp* 2 LnCH 2 C≡CR compounds and free CH 2 (SiMe 3 ) 2 . © 1990, American Chemical Society. All rights reserved.

Originele taal-2	English
Pagina's (van-tot)	1508-1510
Tijdschrift	Organometallics
Volume	9
Nummer van het tijdschrift	5
DOI's	https://doi.org/10.1021/om00119a023
Status	Published - 1 mei 1990

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http://www.mendeley.com/research/organolanthanidecatalyzed-cyclodimerizations-disubstituted-alkynes

1 Article

GMP Compliant Synthesis of Canagliflozin, a Novel PET Tracer for the Sodium−Glucose Cotransporter 2
Heeres, A., van der Hoek, S., Antunes, I. F., Attia, K. A., Jacquet, O., Bulthuis, M., Zijlma, R., Boersma, H. H., van Goor, H., Visser, T. J., Heerspink, H. J. L., Elsinga, P. H. & Stevens, J., 8 nov. 2021, In: Journal of Medicinal Chemistry.
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title = "Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes",

abstract = "The lanthanide alkyls Cp 2 *LnCH(SiMe 3 ) 2 (Ln = La, Ce) are efficient catalysts for the cyclodimerization of 2-alkynes MeC≡CR (R = Me, Et, n-Pr) to 1,2-disubstituted 3-alkylidenecyclobutenes. The first step in the reaction is a propargylic metalation of the α-methyl group, giving Cp* 2 LnCH 2 C≡CR compounds and free CH 2 (SiMe 3 ) 2 . {\textcopyright} 1990, American Chemical Society. All rights reserved.",

author = "Heeres, {H. J.} and A. Heeres and Teuben, {J. H.}",

year = "1990",

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doi = "10.1021/om00119a023",

language = "English",

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T1 - Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes

AU - Heeres, H. J.

AU - Heeres, A.

AU - Teuben, J. H.

PY - 1990/5/1

Y1 - 1990/5/1

N2 - The lanthanide alkyls Cp 2 *LnCH(SiMe 3 ) 2 (Ln = La, Ce) are efficient catalysts for the cyclodimerization of 2-alkynes MeC≡CR (R = Me, Et, n-Pr) to 1,2-disubstituted 3-alkylidenecyclobutenes. The first step in the reaction is a propargylic metalation of the α-methyl group, giving Cp* 2 LnCH 2 C≡CR compounds and free CH 2 (SiMe 3 ) 2 . © 1990, American Chemical Society. All rights reserved.

AB - The lanthanide alkyls Cp 2 *LnCH(SiMe 3 ) 2 (Ln = La, Ce) are efficient catalysts for the cyclodimerization of 2-alkynes MeC≡CR (R = Me, Et, n-Pr) to 1,2-disubstituted 3-alkylidenecyclobutenes. The first step in the reaction is a propargylic metalation of the α-methyl group, giving Cp* 2 LnCH 2 C≡CR compounds and free CH 2 (SiMe 3 ) 2 . © 1990, American Chemical Society. All rights reserved.

U2 - 10.1021/om00119a023

DO - 10.1021/om00119a023

M3 - Article

SN - 0276-7333

VL - 9

SP - 1508

EP - 1510

JO - Organometallics

JF - Organometallics

IS - 5

ER -

Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes

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GMP Compliant Synthesis of Canagliflozin, a Novel PET Tracer for the Sodium−Glucose Cotransporter 2

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