In 2018,Armstrong, Roly J.; Nandakumar, Meganathan; Dias, Rafael M. P.; Noble, Adam; Myers, Eddie L.; Aggarwal, Varinder K. published 《Enantiodivergent Synthesis of Allenes by Point-to-Axial Chirality Transfer》.Angewandte Chemie, International Edition published the findings.Product Details of 78782-17-9 The information in the text is summarized as follows:
Nonracemic di-, tri-, and tetrasubstituted allenes were prepared by an enantiodivergent route using the homologation of (phenylselenyl)alkenylboronates such as I with lithiated alkyl diisopropylcarbamates generated with (+)-sparteine and s-BuLi and stereoselective oxidative syn-elimination and alkylative anti-elimination reactions as key steps. Nonracemic boronic esters such as II were prepared by homologation of α-seleno alkenyl boronic esters such as I with lithiated diisopropylcarbamates such as 4-MeOC6H4CH2CH2CH2OCONi-Pr2. Syn-elimination of II using mCPBA yielded the nonracemic (P)-allene III in >99% enantiospecificity, while anti-elimination of II by alkylation with MeOTf in CH2Cl2 followed by NaHCO3 in MeOH yielded (M)-allene IV in 98% enantiospecificity. By employing either oxidative or alkylative conditions, both syn and anti elimination could be achieved with complete stereospecificity. The process enables the synthesis of either M or P allenes from a single isomer of a point-chiral precursor and can be employed for the enantioselective assembly of di-, tri-, and tetrasubstituted allenes. In the experimental materials used by the author, we found Bis[(pinacolato)boryl]methane(cas: 78782-17-9Product Details of 78782-17-9)
Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.Product Details of 78782-17-9
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