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. 2011 Aug 16;50(34):7906-9.
doi: 10.1002/anie.201102404. Epub 2011 Jul 12.

Modular monodentate oxaphospholane ligands: utility in highly efficient and enantioselective 1,4-diboration of 1,3-dienes

Christopher H Schuster  1 , Bo Li, James P Morken
Affiliations

Modular monodentate oxaphospholane ligands: utility in highly efficient and enantioselective 1,4-diboration of 1,3-dienes

Christopher H Schuster et al. Angew Chem Int Ed Engl. .
No abstract available

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Figures

Figure 1
Figure 1
ORTEP representation of cis and trans Et-OxaPhos phosphine oxides.
Figure 2
Figure 2
Correlation between catalyst diastereomer ratio and product.
Scheme 1
Scheme 1
Modular assembly of OxaPhos ligands.
Scheme 2
Scheme 2
Synthesis scheme for assembly of Et-OxaPhos ligands.
See this image and copyright information in PMC

References

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    1. Burks HE, Kliman LT, Morken JP. J Am Chem Soc. 2009;131:9134. - PMC - PubMed

    1. Non-enantioselective diene diboration: Ishiyama T, Yamamoto M, Miyaura N. Chem Commun. 1996:2073.Clegg W, Thorsten J, Marder TB, Norman NC, Orpen AG, Peakman TM, Quayle MJ, Rice CR, Scott AJ. J Chem Soc, Dalton Trans. 1998:1431.Ely RJ, Morken JP. Org Lett. 2010;12:4348.

    1. For the accelerating effect of basic phosphines on diboration, see: Alkynes: Thomas RL, Souza FE, Marder TB. J Chem Soc, Dalton Trans. 2001:1650.Allenes: Ishiyama T, Kitano T, Miyaura N. Tetrahedron Lett. 1998;39:2357.Burks HE, Liu S, Morken JP. J Am Chem Soc. 2007;129:8766.Pelz NF, Woodward AR, Burks HE, Sieber JD, Morken JP. J Am Chem Soc. 2004;126:16328.

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