Asymmetric Addition of Alkylzinc Reagents to Cyclic α,β-Unsaturated Ketones and a Tandem Enantioselective Addition/Diastereoselective Epoxidation with Dioxygen

2003 ◽  
Vol 125 (32) ◽  
pp. 9544-9545 ◽  
Author(s):  
Sang-Jin Jeon ◽  
Patrick J. Walsh
Keyword(s):  
Asymmetric Addition ◽  
Unsaturated Ketones ◽  
Enantioselective Addition

Enantioselective addition of selenosulfonates to α,β-unsaturated ketones

2018 ◽  
Vol 16 (16) ◽  
pp. 2893-2901 ◽  
Author(s):  
Shilong Luo ◽  
Nan Zhang ◽  
Zhen Wang ◽  
Hailong Yan
Keyword(s):  
Unsaturated Ketones ◽  
Enantioselective Addition ◽  
First Time

An efficient organo-catalyzed enantioselective addition of selenosulfonates to α,β-unsaturated ketones was developed for the first time.

Rhodium-catalyzed asymmetric addition of aryl- and alkenylboron reagents to electron-deficient olefins

2004 ◽  
Vol 76 (3) ◽  
pp. 465-475 ◽  
Author(s):  
T. Hayashi
Keyword(s):  
Rhodium Catalyst ◽  
Catalytic Cycle ◽  
Nmr Studies ◽  
Asymmetric Addition ◽  
Unsaturated Ketones ◽  
Organoboronic Acids

Asymmetric 1,4-arylation and -alkenylation was achieved by use of organoboronic acids or their derivatives in the presence of a rhodium catalyst coordinated with binap or its related ligands. The scope of this asymmetric addition is very broad, α, β-unsaturated ketones, esters, amides, 1-alkenylphosphonates, and 1-nitroalkenes being efficiently converted into the corresponding 1,4-addition products with over 95% enantioselectivity. The catalytic cycle in water is proposed to involve three intermediates [aryl-or alkenyl-rhodium (oxa-π-allyl) rhodium, and hydroxo-rhodium] by NMR studies on the rhodium intermediates.

Asymmetric Addition of α,α-Dicyanoalkenes to α,β-Unsaturated Ketones

Synfacts ◽  
2007 ◽  
Vol 2007 (3) ◽  
pp. 0319-0319
Author(s):  
Y.-C. Chen ◽  
J.-G. Deng ◽  
J.-W. Xie ◽  
W. Chen ◽  
R. Li ◽  
...  
Keyword(s):  
Asymmetric Addition ◽  
Unsaturated Ketones

Enantioselective Addition of Alkynyl Esters and Ethers to Aldehydes Catalyzed by a Cyclopropyl Amino Alcohol Based Zinc Catalyst

Synlett ◽  
2019 ◽  
Vol 31 (01) ◽  
pp. 60-64
Author(s):  
Yun Zhou ◽  
Lifeng Wang ◽  
Shuoning Li ◽  
Sijie Ma ◽  
Patrick J. Walsh ◽  
...  
Keyword(s):  
Functional Groups ◽  
Amino Alcohol ◽  
Carbon Chain ◽  
Enantioselective Synthesis ◽  
Asymmetric Addition ◽  
Enantioselective Addition

A novel and highly enantioselective synthesis of hydroxyalkynyl esters and ethers through the asymmetric addition of alkynyl esters or ethers to aldehydes promoted by a cyclopropyl amino alcohol based zinc catalyst has been developed. The method afforded a library of new enantioenriched hydroxyalkynol esters and ethers (up to 93% yield; 95% ee), and it was compatible with a broad range of functional groups. Moreover, it could be used in the synthesis of carbon-chain-elongated enantioenriched hydroxyalkynol esters and (2R,5R)-musclide-A1, a cardiotonic potentiating principle from musk.

Rhodium-catalyzed asymmetric addition of arylboronic acids to 2H-chromenes leading to 3-arylchromane derivatives

2019 ◽  
Vol 55 (79) ◽  
pp. 11876-11879 ◽  
Author(s):  
Moeko Umeda ◽  
Kana Sakamoto ◽  
Tomotaka Nagai ◽  
Midori Nagamoto ◽  
Yusuke Ebe ◽  
...  
Keyword(s):  
Asymmetric Addition ◽  
Arylboronic Acids ◽  
Enantioselective Addition

The Rh-catalyzed enantioselective addition of arylboronic acids to 2H-chromenes proceeded to give 3-arylchromanes with high enantioselectivity.

Organocatalytic asymmetric addition of alcohols to cyclic trifluoromethyl ketimines: highly enantioselective synthesis of chiral N,O-ketals

2016 ◽  
Vol 14 (26) ◽  
pp. 6193-6196 ◽  
Author(s):  
Ding Zhou ◽  
Xueting Yu ◽  
Jian Zhang ◽  
Wei Wang ◽  
Hexin Xie
Keyword(s):  
Enantioselective Synthesis ◽  
Asymmetric Addition ◽  
Enantioselective Addition

A highly enantioselective addition of alcohols to cyclic trifluoromethyl ketimines catalyzed by quinine-thiourea is developed.

The asymmetric addition of malononitrile to α,β-unsaturated ketones catalyzed by RuCl2[(R,R)-DPEN](PPh3)2 as the precatalyst

2014 ◽  
Vol 55 (29) ◽  
pp. 3868-3872 ◽  
Author(s):  
Xuefeng Li ◽  
Yaping Ma ◽  
Zhikui Xing ◽  
Ning Tang ◽  
Jin Zhu ◽  
...  
Keyword(s):  
Asymmetric Addition ◽  
Unsaturated Ketones

ChemInform Abstract: The Asymmetric Addition of Malononitrile to α,β-Unsaturated Ketones Catalyzed by RuCl2[(R,R)-DPEN](PPh3)2as the Precatalyst.

ChemInform ◽  
2014 ◽  
Vol 45 (52) ◽  
pp. no-no
Author(s):  
Xuefeng Li ◽  
Yaping Ma ◽  
Zhikui Xing ◽  
Ning Tang ◽  
Jin Zhu ◽  
...  
Keyword(s):  
Asymmetric Addition ◽  
Unsaturated Ketones
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