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Catalytic Enantioselective Diboration of Cyclic Dienes. A Modified Ligand with General Utility

Kai Hong and James P. Morken*

*Department of Chemistry, Boston College, Chestnut Hill, Massachusetts 02467, United States, Email: morkenbc.edu

K. Hong, J. P. Morken, J. Org. Chem., 2011, 76, 9102-9108.

DOI: 10.1021/jo201321k (free Supporting Information)



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Abstract

An enantioselective 1,4-diboration of cyclic dienes with a new taddol-derived phosphonite ligand and subsequent oxidation delivers 1,4-diols with excellent enantioselectivity, whereas homologation can be used to deliver chiral 1,6-diols.

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Pt-Catalyzed Enantioselective Diboration of Terminal Alkenes with B2(pin)2

L. T. Kliman, S. N. Mlynarski, J. P. Morken, J. Am. Chem. Soc., 2009, 131, 13210-13211.

Ni(0)-Catalyzed 1,4-Selective Diboration of Conjugated Dienes

R. J. Ely, J. P. Morken, Org. Lett., 2010, 12, 4348-4351.


Key Words

Cyclohexenes, Allylic Alcohols


ID: J42-Y2011-3240