Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles
作者:Alan H. Cherney、Sarah E. Reisman
DOI:10.1021/ja508067c
日期:2014.10.15
between vinyl bromides and benzyl chlorides has been developed. This method provides direct access to enantioenriched products bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materials. A broad substrate scope is achieved under mild reaction conditions that preclude the pregeneration of organometallic reagents and the regioselectivity issues commonly associated with
已开发出一种 Ni 催化的溴乙烯和苄基氯之间的不对称还原交叉偶联。该方法提供了从简单、稳定的起始材料直接获得带有芳基取代的叔烯丙基立体中心的对映体富集的产品。在温和的反应条件下实现了广泛的底物范围,排除了有机金属试剂的预生成和通常与不对称烯丙基芳基化相关的区域选择性问题。
Correction to “Nickel-Catalyzed Asymmetric Reductive Cross-Coupling To Access 1,1-Diarylalkanes”
作者:Kelsey E. Poremba、Nathaniel T. Kadunce、Naoyuki Suzuki、Alan H. Cherney、Sarah E. Reisman
DOI:10.1021/jacs.8b05247
日期:2018.6.20
Pages 5684 and 5685, Table of
第 5684 页和第 5685 页,表
Ruthenium‐Catalyzed Reductive Arylation of
<i>N</i>
‐(2‐Pyridinyl)amides with Isopropanol and Arylboronate Esters
作者:Thomas O. Ronson、Evelien Renders、Ben F. Van Steijvoort、Xubin Wang、Clarence C. D. Wybon、Hana Prokopcová、Lieven Meerpoel、Bert U. W. Maes
DOI:10.1002/anie.201810947
日期:2019.1.8
A new three‐component reductive arylation of amides with stable reactants (iPrOH and arylboronate esters), making use of a 2‐pyridinyl (Py) directing group, is described. The N‐Py‐amide substrates are readily prepared from carboxylic acids and PyNH2, and the resulting N‐Py‐1‐arylalkanamine reaction products are easily transformed into the corresponding chlorides by substitution of the HN‐Py group with
Probing the Formation of Bicyclo[4.2.0]octan-1-ols
作者:Wendy A. Loughlin、Catherine C. Rowen、Peter C. Healy
DOI:10.1021/jo049576n
日期:2004.8.1
(±)-phenyl vinyl sulfoxide has potential for the convergent construction of complex fused ringsystems containing a bicyclo[n.2.0]alkan-1-ol. The formation of sulfinylbicyclo[4.2.0]octan-1-ols 1−3 from the lithium enolate of cyclohexanone with (±)-phenyl vinyl sulfoxide or (R)-(+)-p-tolyl vinyl sulfoxide 18 was used to probe the mode of this novel cyclization reaction. Using phenyl vinyl sulfoxide,
简单酮的烯醇锂与(±)-苯基乙烯基亚砜的反应具有收敛构造含双环[ n .2.0]烷烃1-ol的复杂稠环系统的潜力。sulfinylbicyclo的形成[4.2.0]辛-1-醇1 - 3从环己酮的烯醇化锂与(±) -苯基乙烯基亚砜或(- [R )- (+) - p -甲苯基乙烯基亚砜18被用来探测这种新型环化反应的方式。使用苯基乙烯基亚砜,结合自由基捕集(TEMPO)和同位素标记(氘)实验,研究了反应照明和溶剂的变化。环化形成sulfinylbicyclooctanols 1 -图3所示的化合物很可能是通过环与双环烷醇阴离子11接近的中间体进行的,目前该中间体因使用诸如THF或DME之类的溶剂而受到青睐。