Lithium tri-sec-Butylborohydride (l-Selectride): A Powerful and Highly Stereoselective Reducing Reagent

Abstract

This feature focuses on a reagent chosen by a postgraduate, highlighting the uses and preparation of the reagent in current research Lithium tri-sec-Butylborohydride (L-Selectride): A Powerful and Highly Stereoselective Reducing Reagent Compiled by Hong-Juan Wang Hong-Juan Wang was born in Shijiazhuang, Hebei Province, P. R. of China. She received her B.Sc. (2007) in Chemistry from Hebei Normal University. Presently she is a postgraduate and works under the supervision of Professor Zhan-Hui Zhang at Hebei Normal University. Her research interests focus on the development of new reagents and catalysts in organic synthesis.

Total Synthesis of (−)-Antroalbocin A Enabled by a Strain Release-Controlled Photochemical 1,3-Acyl Shift

“…Different attempts to reduce carbonyl C8 were performed (Scheme ), and best results were obtained using D i BAl-H with a 42% yield of isolated 1 . LiAlH 4 and RedAl gave lower yields, and L-selectride showed the formation of major impurities, which could not be separated from 1 . Irradiation of 6 and subsequent D i BAl-H reduction of 5 in the absence of light gave 1 in 14% yield over three steps applied on 150 mg scale.…”

KA2 Coupling, Catalyzed by Well‐Defined NHC‐Coordinated Copper(I): Straightforward and Efficient Construction of α‐Tertiary Propargylamines**

“…Since its discovery, the A 3 reaction has been exhaustively studied, due to its operational simplicity, wide substrate scope, and compatibility with a broad collection of catalysts [12,13] . A diverse assortment of protocols has been developed, based on transition metal catalysts, [14–18] organocatalysts, [19,20] or heterogeneous promoters [21–25] . Numerous enantioselective catalytic systems enabling the preparation of highly enantioenriched propargylamines have been also reported [26–33] .…”

“…[12,13] A diverse assort-ment of protocols has been developed, based on transition metal catalysts, [14][15][16][17][18] organocatalysts, [19,20] or heterogeneous promoters. [21][22][23][24][25] Numerous enantioselective catalytic systems enabling the preparation of highly enantioenriched propargylamines have been also reported. [26][27][28][29][30][31][32][33] Strategies aiming towards the synthesis of multifunctional polymeric scaffolds and dendrimers via the A 3 reaction have been developed as well.…”