【SOE-194】ギリモザ もう我慢できない！ここでエッチしよっ Ami 康 · 学术 | Reaction of the Day No. 1291
转自：康龙化成【SOE-194】ギリモザ もう我慢できない！ここでエッチしよっ Ami
Asymmetric 2，3-Addition of Sulfinylamines with Arylboronic AcidsEnabled by Nickel Catalysis
Longlong Xi，# Xiaowu Fang，# Minyan Wang，* and Zhuangzhi Shi*
State Key Laboratory of CoordinationChemistry， Chemistry and Biomedicine Innovation Center (ChemBIC)，School of Chemistry and Chemical Engineering，
Nanjing University， Nanjing 210093， China
—J. Am. Chem. Soc.， 2024，146， 17587−17594
Recommended by Feng Wang_SC
ABSTRACT:Sulfinamides havebeen widely used in organic synthesis， with research on their preparationspanning more than a century. Despite advancements in catalytic methodologies，creating sulfur stereocenters within these molecules remains a significant challenge. In this study， Prof.Shi and coworker present an effective and versatile method for synthesizing adiverse range of S-chirogenic sulfinamides through catalytic asymmetric aryl addition to sulfinylamines. Byutilizing a nickel complex as a catalyst， this process exhibits impressive enantioselectivity andcan incorporate various arylboronic acids at the sulfur position. The resulting synthetic sulfinamides arestable and highly adaptable， allowing for their conversion to a variety ofsulfur-containing compounds. This study also incorporates detailed experimentaland computational studies to elucidate the reaction mechanism and factorsinfluencing enantioselectivity.
Nickel-catalyzed asymmetric addition of sulfinylamines with arylboronic acids to access chiral sulfinamides
Selectedsubstratescope
Mechanismstudy
Synthetic applications
Summary and comments
Insummary， Prof. Shi and co-worker have introduced a novel method for thesynthesis of chiral sulfinamides containing S(IV) stereocenters bythe nickel-catalyzed 2，3-addition of sulfinylamines with arylboronic acids. The formed products allow for the preparation of various S-stereogenic derivatives in a stereoselective manner. The elucidation of the reaction mechanism governing the selective aryladdition processes was supported by a combination of experimental andcomputational findings. With increasing interest in chiral S-stereogenic derivatives for applications in pharmaceuticals and agrochemicals， Prof. Shiand co-worker anticipate widespread adoption of the techniques outlined in thisstudy.
（转自：康龙化成）【SOE-194】ギリモザ もう我慢できない！ここでエッチしよっ Ami
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