79909-20-9Relevant academic research and scientific papers
Alcohol cross-coupling for the kinetic resolution of diols via oxidative esterification
Hofmann, Christine,Schümann, Jan M.,Schreiner, Peter R.
, p. 1972 - 1978 (2015/02/19)
We present an organocatalytic C-O-bond cross-coupling strategy to kinetically resolve racemic diols with aromatic and aliphatic alcohols, yielding enantioenriched esters. This one-pot protocol utilizes an oligopeptide multicatalyst, m-CPBA as the oxidant, and N,N-diisopropylcarbodiimide as the activating agent. Racemic acyclic diols as well as trans-cycloalkane-1,2-diols were kinetically resolved, achieving high selectivities and good yields for the products and recovered diols.
Enantiomerically enriched trans-diols from alkenes in one pot: A multicatalyst approach
Hrdina, Radim,Mueller, Christian E.,Wende, Raffael C.,Wanka, Lukas,Schreiner, Peter R.
supporting information; experimental part, p. 2498 - 2500 (2012/04/10)
Multicatalysts consisting of non-natural oligopeptides with distinctly different catalytic moieties create molecular complexity in a multistep one-pot sequence starting from simple alkenes yielding highly enantiomerically enriched trans-diols. The Royal Society of Chemistry 2012.
Kinetic resolution of trans-cycloalkane-1,2-diols via Steglich esterification
Hrdina, Radim,Mueller, Christian E.,Schreiner, Peter R.
supporting information; experimental part, p. 2689 - 2690 (2010/07/08)
We describe the efficient and highly enantioselective kinetic resolution of trans-cycloalkane-1,2-diols utilizing an enantioselective Steglich reaction with a variety of carboxylic acids that form the corresponding anhydrides in situ.
Enantioselective kinetic resolution of trans-cycloalkane-1,2-diols
Mueller, Christian E.,Wanka, Lukas,Jewell, Kevin,Schreiner, Peter R.
supporting information; experimental part, p. 6180 - 6183 (2009/04/06)
Finally! The title resolution is achieved with a nonnatural, partially rigid, lipophilic tetrapeptide at low catalyst loadings without additional base or cosolvents. The transition-state model (ball-and-stick model in the scheme; C gray, N blue, O red) emphasizes the interplay between hydrogen-bonding and hydrophobic interactions. (Chemical Equation Presented)
