92808-78-1Relevant articles and documents
Stereodivergent synthesis of piperidine iminosugars 1-deoxy-D-nojirimycin and 1-deoxy-D-altronojirimycin
De Angelis, Martina,Sappino, Carla,Mandic, Emanuela,D'Alessio, Marianna,De Dominicis, Maria Grazia,Sannino, Sara,Primitivo, Ludovica,Mencarelli, Paolo,Ricelli, Alessandra,Righi, Giuliana
, (2020/12/21)
A stereodivergent approach for producing piperidine iminosugars has been developed employing a common optically active precursor. The key steps of the synthetic pathway are the double diastereoselection in the asymmetric dihydroxylation of the suitable ch
Stereodivergent Hydroboration of Allenes
Nagashima, Yoshiyuki,Sasaki, Keiji,Suto, Takahiro,Sato, Takaaki,Chida, Noritaka
supporting information, p. 1024 - 1028 (2018/03/21)
Full details of a stereodivergent hydroboration of allenes are reported. While hydroboration of an allene with 9-BBN provided a thermodynamically stable (E)-allylic alcohol after oxidative work-up, the reaction of an identical allene with HB(Sia)2 (disiamylborane) formed a (Z)-allylic alcohol as the kinetic product. The developed conditions allowed for the synthesis of trisubstituted olefins in a highly stereoselective fashion, which is known to be challenging. The method was also applied to the stereodivergent synthesis of structural motifs such as skipped dienes and allylbenzenes, which are often embedded in biologically active natural products.
A new diorganozinc-based enantioselective access to truncated D-ribo-phytosphingosine
Ayad, Tahar,Génisson, Yves,Verdu, Alexandre,Baltas, Michel,Gorrichon, Liliane
, p. 579 - 582 (2007/10/03)
The use of a trans α,β-epoxyaldehyde as a precursor of D-ribo-phytosphingosines was studied. The highly stereoselective alkylation of the aldehyde with a diorganozinc reagent was ensured through double asymmetric induction. The regioselective opening of t
