73434-55-6Relevant academic research and scientific papers
Chiral Lithium Amido Zincates for Enantioselective 1,2-Additions: Auto-assembling Reagents Involving a Fully Recyclable Ligand
Rouen, Mathieu,Chaumont, Pauline,Barozzino-Consiglio, Gabriella,Maddaluno, Jacques,Harrison-Marchand, Anne
supporting information, p. 9238 - 9242 (2018/06/04)
A methodology consisting in carrying out enantioselective nucleophilic 1,2-additions (ee values up to 97 %) from cheap, easily accessible, and never described before, chiral lithium amido zincates is presented. These multicomponent reactants auto-assemble when mixing, in a 1:1 ratio, a homoleptic diorganozinc (R2Zn) with a chiral lithium amide (CLA). The latter, obtained after a single reductive amination, plays the role of the chiral inductor and is fully recoverable thanks to a simple acid–base wash, allowing being recycled and re-use without loss of stereochemical information.
CROSS-COUPLING OF UNACTIVATED SECONDARY BORONIC ACIDS
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Page/Page column 43; 44, (2015/05/19)
Provided are methods for site- and stereo-retentive cross-couplings with unactivated secondary boronic acids, particularly useful in building block-based approach for small molecule synthesis. Also provided is a method of forming an air-stable chiral secondary boronic acid.
Stereochemical Course of the Haworth-Type Synthesis of Optically Active 2-(1-Methylpropyl)naphthalene
Menicagli, Rita,Piccolo, Oreste
, p. 2581 - 2585 (2007/10/02)
The preparation of (S)-2-(1-methylpropyl)naphthalene has been accomplished by starting from (S)-(1-methylpropyl)benzene with detectable racemization.The partially unstereospecific steps have been distinguished by evaluating the optical purity of key intermediates through chemical correlations with known optically active compounds.
