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Transition-Metal-Catalyzed Synthesis of Chiral Allylboronates
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作者 Wenbo Ming Xiaocui Liu +2 位作者 Lujia Mao Xiao Gu Qing Ye 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2021年第6期1716-1725,共10页
Since the pioneering work on Cr(Ⅲ)-catalyzed enantioselective[4+2]/allylboration reported by Hall and co-workers,a variety of catalytic methodologies for the asymmetric allylic borylation reactions have been develope... Since the pioneering work on Cr(Ⅲ)-catalyzed enantioselective[4+2]/allylboration reported by Hall and co-workers,a variety of catalytic methodologies for the asymmetric allylic borylation reactions have been developed to provide chiral allylboronates bearing a wide range of functional groups.This review article describes recent advances in transition-metal catalyzed preparation of chiral allylboronates,especially on those in the past three years,and with the emphasis on the aspect of asymmetric catalysis.According to the mechanism of achieving the chemo-,regio-,stereo-and enantioselectivities,the discussion is divided in two parts:substrate-controlled and catalyst-controlled synthesis. 展开更多
关键词 allylboronates Homoallyl Alcohols Asymmetric Synthesis Homogeneous Catalysis Transition Metals
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Preparation of (R)-and (S)-2-Allyl-1,3,2-Dinaphtho(α,β)[d.f]dioxaborepin and Their Reactions with Aldehydes
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作者 Liu De-jun, Shan Zi-xing , Wang Guo-ping, Qin Jin-gui College of Chemistry and Molecular Sciences, Wuhan University , Wuhan 430072, Hubei, China 《Wuhan University Journal of Natural Sciences》 CAS 2003年第04A期1138-1142,共5页
(R)- and (S)-2-Allyl-1,3,2-dinaphtho(α,β)\dioxaborepin ((R)-2 and (S)-2) have been first prepared by the reaction of (R)-(+)- or (S)-(-)-1,1′-bi-2-naphthol and triallylborane in THF at room temperature, respectivel... (R)- and (S)-2-Allyl-1,3,2-dinaphtho(α,β)\dioxaborepin ((R)-2 and (S)-2) have been first prepared by the reaction of (R)-(+)- or (S)-(-)-1,1′-bi-2-naphthol and triallylborane in THF at room temperature, respectively. (S)-2 and (R)-2 are sensitive to moisture and oxygen in air and disproportionate easily to triallylborane and 1,1′-bi-2-naphthyl bis(1,1′-bi-2-naphtholborate) at ambient temperature. However, THF is a stabilizer for them. The reactions of (R)-2 or (S)-2 and some aliphetic or aromatic aldehydes in CH_ 2 Cl_ 2 at -78℃ for several hours afforded β-alkylenyl alcohols in up to 84.8% ee. Among them, optically active 1\|(3,5-dichlorophenyl)-3-butenol and 1-(2-methoxyphenyl)-3-butenol were first prepared 展开更多
关键词 1 1'-bi-2-naphthyl allylboronate PREPARATION asymmetric allylation
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