Asymmetric catalytic reduction with transition metal complexes. I. Catalytic system of rhodium(I) with (-)-2,3-0-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane, a new chiral diphosphine

1972 ◽  
Vol 94 (18) ◽  
pp. 6429-6433 ◽  
Author(s):  
Henri B. Kagan ◽  
Tuan-Phat Dang
1996 ◽  
Vol 113 (1-2) ◽  
pp. 117-130 ◽  
Author(s):  
Toshikazu Hirao ◽  
Toshiyuki Moriuchi ◽  
Takuji Ishikawa ◽  
Kouichirou Nishimura ◽  
Satoshi Mikami ◽  
...  

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Yun Zhang ◽  
Xi-Chao Wang ◽  
Cheng-Wei Ju ◽  
Dongbing Zhao

Abstract1,2-Bis-silyl alkenes have exciting synthetic potential for programmable sequential synthesis via manipulation of the two vicinal silyl groups. Transition metal-catalyzed bis-silylation of alkynes with disilanes is the most straightforward strategy to access such useful building blocks. However, this process has some limitations: (1) symmetric disilanes are frequently employed in most of the reactions to assemble two identical silyl groups, which makes chemoselective differentiation for stepwise downstream transformations difficult; (2) the main catalysts are low-valent platinum group transition metal complexes, which are expensive; and (3) internal alkynes remain challenging substrates with low inherent reactivity. Thus, the development of abundant metal-catalyzed bis-silylation of internal alkynes with unsymmetrical disilanes is of significance. Herein, we solve most of the aforementioned limitations in bis-silylation of unsaturated bonds by developing a strongly coordinating disilane reagent and a Ni(0) catalytic system. Importantly, we sufficiently realize the stepwise recognition of the two silyl groups, making this synthetic protocol of wide potential utility.


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