Highly regioselective control of 1,2-addition of organolithiums to α,β-unsaturated compounds promoted by lithium bromide in 2-methyltetrahydrofuran: a facile and eco-friendly access to allylic alcohols and amines
摘要:
Very high regioselective 1,2-addition of organolithiums to alpha,beta-unsaturated carbonyl-like compounds (ketones, aldehydes, and imines) in the presence of LiBr was achieved by carrying out reactions in the sustainable solvent 2-methyltetrahydrofuran. Excellent yields (in isolated product) of allylic alcohols and allylic amines were recovered under a simple experimental procedure at 0 degrees C. (C) 2011 Elsevier Ltd. All rights reserved.
Chemoselective Reductive Amination of Aldehydes and Ketones by Dibutylchlorotin Hydride-HMPA Complex
作者:Toshihiro Suwa、Erika Sugiyama、Ikuya Shibata、Akio Baba
DOI:10.1055/s-2000-6273
日期:——
Reductive amination of various aldehydes and ketones has been performed effectively by pentacoordinate chloro-substituted tin hydride complex, Bu2SnClH-HMPA. The tin reagent worked particularly well for the case using weakly basic aromatic amines as starting substrates. Stoichiometric amounts of a substrate and a reducingagent were adequate for the reaction. The Sn-Cl bond in the complex plays an
have been prepared, and their coordinationchemistry has been investigated. The different ligand topology and the arsenic substituents govern the reactivity of the ligands. We report various crystal structures of palladium and platinum complexes derived from this family of ligands. The biphenyl backbone of the bridged bidentate ligands allows very flexible coordination. We have also studied the application
Gold-catalyzed hydrofunctionalization of allenes with nitrogen and oxygen nucleophiles and its mechanistic insight
作者:Naoko Nishina、Yoshinori Yamamoto
DOI:10.1016/j.tet.2008.11.106
日期:2009.2
A wide range of nucleophiles, such as amines and alcohols, reacted intermolecularly with various allenes in the presence of gold catalysts to give the corresponding hydrofunctionalization products in high yields. The intermolecular hydroamination of chiral allenes with aromatic and aliphatic amines proceeded with high to good enantioface selectivities to afford the corresponding chiral allylic amines. On the other hand, in the case of the intermolecular hydroalkoxylation of chiral allenes, no chirality transfer was observed. This marked contrast on the chirality transfer indicates that the mechanisms of gold-catalysis between hydroamination and hydroalkoxylation are different. (C) 2008 Published by Elsevier Ltd.
Stereoselective reduction of enaminones to syn γ-aminoalcohols
作者:Giuseppe Bartoli、Giovanna Cupone、Renato Dalpozzo、Antonio De Nino、Loredana Maiuolo、Antonio Procopio、Antonio Tagarelli
DOI:10.1016/s0040-4039(02)01545-9
日期:2002.10
One-pot reduction of enaminones to syn gamma-aminoalcohols can be efficiently performed by lithium borohydride in the presence of cerium chloride as Lewis acid. Selectivities are very good with respect to classical reduction method of these products. (C) 2002 Elsevier Science Ltd. All rights reserved.
BIS(PHOSPHINE)-CARBODICARBENE CATALYST COMPLEXES AND METHODS OF USING THE SAME
申请人:The University of North Carolina at Chapel Hill
公开号:US20170029453A1
公开(公告)日:2017-02-02
An organometallic complex of a tridentate bis(phosphine)-carbodicarbene ligand and a transition metal, is described. In some embodiments the ligand has the structure of Formula (I): The complexes are useful in methods of making an allylic amine carried out by reacting a 1,3-diene with a substituted amine in the presence of such an organometallic complex to produce by intermolecular hydroamination the allylic amine.