C3 Symmetric oxazolinyl ligand as catalyst in the enantioselective addition of diethylzinc to aldehydes

1997 ◽  
Vol 75 (6) ◽  
pp. 629-633 ◽  
Author(s):  
T.H. Chan ◽  
G.Z. Zheng
Keyword(s):  
Aromatic Aldehydes ◽  
Enantioselective Synthesis ◽  
Addition Reactions ◽  
Secondary Alcohols ◽  
Enantioselective Addition ◽  
Symmetric Ligands

The C3 symmetric oxazolinyl ligand 1 has been synthesized. Compound 1 catalyzed the addition of diethylzinc to aromatic aldehydes to give secondary alcohols with high enantiomeric excesses (up to 90%). Keywords: diethylzinc, enantioselective synthesis, C3 symmetric ligands, enantioselective addition reactions, oxazolinyl ligands.

ChemInform Abstract: The Efficient Enantioselective Synthesis of Dihydropyrans via Organocatalytic Michael Addition Reactions.

ChemInform ◽  
2014 ◽  
Vol 45 (50) ◽  
pp. no-no
Author(s):  
Zhiqiang Niu ◽  
Xinwei He ◽  
Yongjia Shang
Keyword(s):  
Michael Addition ◽  
Enantioselective Synthesis ◽  
Addition Reactions

ChemInform Abstract: Enantioselective Synthesis of 6-Substituted Thiomorpholin-3-ones via Asymmetric Thia-Michael Addition Reactions Using Chiral Bifunctional Thiourea Catalysts Followed by Intramolecular Reductive Cyclization.

ChemInform ◽  
2015 ◽  
Vol 46 (49) ◽  
pp. no-no
Author(s):  
Ningaraddi S. Belavagi ◽  
Shridhar I. Panchamukhi ◽  
Narahari Deshapande ◽  
Manjunath G. Sunagar ◽  
Supreet Gaonkar ◽  
...  
Keyword(s):  
Michael Addition ◽  
Enantioselective Synthesis ◽  
Reductive Cyclization ◽  
Addition Reactions

Catalysis by Amino Acid-Derived Tetracoordinate Complexes:  Enantioselective Addition of Dialkylzincs to Aliphatic and Aromatic Aldehydes

2000 ◽  
Vol 2 (19) ◽  
pp. 3003-3006 ◽  
Author(s):  
Brian D. Dangel ◽  
Robin Polt
Keyword(s):  
Amino Acid ◽  
Aromatic Aldehydes ◽  
Enantioselective Addition

ChemInform Abstract: Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Catalyzed by Pyrrolidine and Piperidine β-Amino Alcohols.

ChemInform ◽  
2009 ◽  
Vol 40 (51) ◽  
pp. no-no
Author(s):  
Peyman Salehi ◽  
Minoo Dabiri ◽  
Gholamreza Kozehgary ◽  
Seddigheh Heydari
Keyword(s):  
Aromatic Aldehydes ◽  
Amino Alcohols ◽  
Enantioselective Addition

Enantioselective Synthesis of Alkylated Centers: The Fukuyama Synthesis of (–)-Histrionicotoxin

2015 ◽  
Author(s):  
Douglass F. Taber
Keyword(s):  
Indian Institute ◽  
Enantioselective Synthesis ◽  
Max Planck ◽  
Dimethyl Malonate ◽  
Co Catalyst ◽  
Cu Catalyst ◽  
Enantioselective Addition ◽  
Institute Of Technology ◽  
Enantioselective Alkylation ◽  
Technological University

Vinod K. Singh of the Indian Institute of Technology, Kanpur optimized (Org. Lett. 2011, 13, 6520) an organocatalyst for the enantioselective addition of thiophenol to an imide 1 to give 2 in high ee. Amir H. Hoveyda of Boston College developed (Angew. Chem. Int. Ed. 2011, 50, 7079) a Cu catalyst for the preparation of 4 by the enantioselective hydroboration of a 1,1-disubstituted alkene 3. Yong-Qiang Tu of Lanzhou University effected (Chem. Sci. 2011, 2, 1839) enantioselective bromination of the prochiral 5 to give the bromoketone 6. Song Ye of the Institute of Chemistry, Beijing established (Chem. Commun. 2011, 47, 8388) the alkylated quaternary center of the dimer 8, by condensing a ketene 7 with CS2. Li Deng of Brandeis University added (Angew. Chem. Int. Ed. 2011, 50, 10565) cyanide in a conjugate sense to an acyl imidazole 9 to give 11. Pier Giorgio Cozzi of the Università di Bologna prepared (Angew. Chem. Int. Ed. 2011, 50, 7842) the thioacetal 14 by condensing 13 with an aldehyde 12, followed by reduction. Takahiro Nishimura and Tamio Hayashi of Kyoto University devised (Chem. Commun. 2011, 47, 10142) a Co catalyst for the enantioselective addition of a silyl alkyne 16 to an enone 15 to give the alkynyl ketone 17. Ping Tian and Guo-Qiang Lin of the Shanghai Institute of Organic Chemistry described (Tetrahedron 2011, 67, 10186) improved catalysts for the enantioselective conjugate addition of dimethyl malonate 19 to the nitroalkene 18, to give 20. Keiji Maruoka, also of Kyoto University, established (Chem. Sci. 2011, 2, 2311) conditions for the enantioselective addition of an aldehyde 21 to the acceptor 22 to give, after reduction, an alcohol 23 that could readily be cyclized to the lactone. Jianrong (Steve) Zhou of Nanyang Technological University prepared (J. Am. Chem. Soc. 2011, 133, 15882) the ester 26 by arylation, under Pd catalysis, of a ketene silyl acetal 24 with the triflate 25. Benjamin List of the Max-Planck-Institut, Mülheim employed (Angew. Chem. Int. Ed. 2011, 50, 9471) a system of three catalysts to effect the enantioselective alkylation of an aldehyde 27 with the allyic alcohol 28 to give 29.

Chiral ligands for asymmetric synthesis: enantioselective addition of diethylzinc to aromatic aldehydes catalyzed by chiral N-α-pyridylmethyl amino alcohols

2000 ◽  
Vol 41 (52) ◽  
pp. 10263-10266 ◽  
Author(s):  
Hongying Yun ◽  
Yangjie Wu ◽  
Yusheng Wu ◽  
Kuiling Ding ◽  
Ying Zhou
Keyword(s):  
Asymmetric Synthesis ◽  
Aromatic Aldehydes ◽  
Amino Alcohols ◽  
Chiral Ligands ◽  
Enantioselective Addition

Chiral P,N‐ligands for the highly enantioselective addition of diethylzinc to aromatic aldehydes

2019 ◽  
Vol 33 (10) ◽  
Author(s):  
Qiang Wang ◽  
Shuang Li ◽  
Chuan‐Jin Hou ◽  
Ting‐Ting Chu ◽  
Xiang‐Ping Hu
Keyword(s):  
Aromatic Aldehydes ◽  
Enantioselective Addition
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