Catalytic palladium-mediated tetraene carbocyclizations: diastereoselective deuteration and its convenient analysis by a difference spin polarization transfer (DSPT) NMR experiment

James M. Takacs; Sithamalli V. Chandramouli; Richard Shoemaker

doi:10.1016/0040-4039(94)88454-4

Catalytic palladium-mediated tetraene carbocyclizations: diastereoselective deuteration and its convenient analysis by a difference spin polarization transfer (DSPT) NMR experiment

James M. Takacs, Sithamalli V. Chandramouli, Richard Shoemaker

Chemistry

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8 Scopus citations

Abstract

The palladium-catalyzed cascade cyclization of certain tetraene substrates proceeds in the presence of a deuterium source with stereoselective deuteration exocyclic to the newly formed carbocycle. The diastereoselectivity is established via the novel application of a difference spin polarization transfer (DSPT) NMR experiment.

Original language	English (US)
Pages (from-to)	9161-9164
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	49
DOIs	https://doi.org/10.1016/0040-4039(94)88454-4
State	Published - Dec 5 1994

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Biochemistry
Drug Discovery
Organic Chemistry

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Catalytic palladium-mediated tetraene carbocyclizations: diastereoselective deuteration and its convenient analysis by a difference spin polarization transfer (DSPT) NMR experiment. / Takacs, James M.; Chandramouli, Sithamalli V.; Shoemaker, Richard.
In: Tetrahedron Letters, Vol. 35, No. 49, 05.12.1994, p. 9161-9164.

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

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Catalytic palladium-mediated tetraene carbocyclizations: diastereoselective deuteration and its convenient analysis by a difference spin polarization transfer (DSPT) NMR experiment

Abstract

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