Stereospecific Stille Cross-Couplings Using Mn(II)Cl2

Rambabu Dakarapu, J R Falck

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Cross-coupling reactions are a staple in organic synthesis, especially for C-C bond formation with sp- and sp2-carbon electrophiles. In recent years, the range of accessible C-C bonds has been extended to stereogenic centers which expedites access to greater molecular complexity. However, these reactions predominantly depend upon late transition metal (LTM) catalysts whose cost, toxicity, and/or environmental impact have come under increasing scrutiny and governmental regulation. Here, we report Mn(II)Cl2 complexes alone, or with assistance from copper, catalyze the stereospecific cross-coupling of α-alkoxyalkylstannanes with organic electrophiles with complete retention of configuration.

Original languageEnglish (US)
Pages (from-to)1241-1251
Number of pages11
JournalJournal of Organic Chemistry
Volume83
Issue number3
DOIs
StatePublished - Feb 2 2018

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Transition metals
Environmental impact
Toxicity
Copper
Carbon
Catalysts
Costs

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Stereospecific Stille Cross-Couplings Using Mn(II)Cl2 . / Dakarapu, Rambabu; Falck, J R.

In: Journal of Organic Chemistry, Vol. 83, No. 3, 02.02.2018, p. 1241-1251.

Research output: Contribution to journalArticle

Dakarapu, Rambabu ; Falck, J R. / Stereospecific Stille Cross-Couplings Using Mn(II)Cl2 In: Journal of Organic Chemistry. 2018 ; Vol. 83, No. 3. pp. 1241-1251.
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