Stereospecific cross-coupling of α-(thiocarbamoyl)organostannanes with alkenyl, aryl, and heteroaryl iodides

J R Falck, Paresh K. Patel, Anish Bandyopadhyay

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

Racemic and scalemic PTC-protected α-hydroxystannanes cross-couple with alkenyl/aryl/heteroaryl iodides in moderate to good yields using copper(I) thiophene-2-carboxylate (CuTC) in THF at or below room temperature. Simple aryl iodides and 1-iodocyclohexene, two classes of electrophiles that typically react sluggishly, are also good substrates. Cross-couplings proceed with retention of configuration at the alkenyl- and stannyl-substituted stereocenters.

Original languageEnglish (US)
Pages (from-to)790-793
Number of pages4
JournalJournal of the American Chemical Society
Volume129
Issue number4
DOIs
StatePublished - Jan 31 2007

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Iodides
Thiophene
Copper
Factor IX
Substrates
Temperature
thiophene-2-carboxylate

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Stereospecific cross-coupling of α-(thiocarbamoyl)organostannanes with alkenyl, aryl, and heteroaryl iodides. / Falck, J R; Patel, Paresh K.; Bandyopadhyay, Anish.

In: Journal of the American Chemical Society, Vol. 129, No. 4, 31.01.2007, p. 790-793.

Research output: Contribution to journalArticle

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