52922-10-8Relevant articles and documents
Chiral bronsted acid-catalyzed allylboration of aldehydes
Jain, Pankaj,Antilla, Jon C.
, p. 11884 - 11886 (2010)
The catalytic enantioselective allylation of aldehydes is a long-standing problem of considerable interest to the chemical community. We disclose a new high-yielding and highly enantioselective chiral Bronsted acid-catalyzed allylboration of aldehydes. Th
Enhancement of threo-Selectivity in the Reaction of But-2-enyl-lithium with Aldehydes via Allylic Boronate Complexes
Yamamoto, Yoshinori,Yatagai, Hidetaka,Maruyama, Kazuhiro
, p. 1072 - 1073 (1980)
The threo-selectivity of the reaction of but-2-enyl-lithium with aldehydes in the presence of certain trialkylboranes is enhanced; the corresponding allylic boronate complexes are presumably involved as intermediates.
Kinetic Resolution of α-Silyl-Substituted Allylboronate Esters via Chemo- and Stereoselective Allylboration of Aldehydes
Park, Jinyoung,Jung, Yongsuk,Kim, Jeongho,Lee, Eunsung,Lee, Sarah Yunmi,Cho, Seung Hwan
supporting information, p. 2371 - 2376 (2020/12/01)
We describe the kinetic resolution of α-silyl-substituted allylboronate esters via chiral phosphoric acid-catalyzed chemo-, diastereo- and enantioselective allylboration of aldehydes. This process provides two synthetically versatile enantioenriched compo
Photoredox Ni-Catalyzed Branch-Selective Reductive Coupling of Aldehydes with 1,3-Dienes
Chen, Jie,Gu, Zheng-Yang,Li, Wen-Duo,Li, Yan-Lin,Xia, Ji-Bao
, p. 1528 - 1534 (2020/02/04)
We report here a Ni-catalyzed reductive coupling of aldehydes with widely available 1,3-dienes under visible-light photoredox dual catalysis. The homoallyic alcohols are obtained in broad scope with complete branched regioselectivity. Hantzsch ester is used as the hydrogen radical source to oxidize low-valent nickel salt affording Ni-H species. Preliminary mechanistic studies indicate a successive single-electron transfer (SET) pathway and the generation of a key π-allylnickel intermediate via Ni-H insertion of 1,3-diene in this synergistic catalytic process.
A Novel Synthesis of (E)-2-Alkenylborane from Chiral Borane and Diazoalkene: Asymmetric Alkenylboration of Aldehydes
Pak, Gyungah,Kim, Jimin
supporting information, p. 1154 - 1155 (2019/12/03)
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