Stereoselective Reduction of Benzils:  A New Convenient Route to Enantiomerically Pure 1,2-Diarylethanediols

1996 ◽  
Vol 61 (11) ◽  
pp. 3888-3889 ◽  
Author(s):  
K. R. K. Prasad ◽  
N. N. Joshi
Keyword(s):  
Stereoselective Reduction ◽  
Enantiomerically Pure ◽  
Convenient Route

A convenient route to enantiomerically pure, conjugated dienes from sugar allyltin derivatives

2000 ◽  
Vol 11 (9) ◽  
pp. 1997-2006 ◽  
Author(s):  
Sławomir Jarosz ◽  
Stanislaw Skóra ◽  
Katarzyna Szewczyk
Keyword(s):  
Conjugated Dienes ◽  
Enantiomerically Pure ◽  
Convenient Route

A concise synthesis of enantiomerically pure aroyl-l-alanines and dihydroaroyl-l-alanines

2013 ◽  
Vol 67 (1) ◽  
Author(s):  
Mária Gardiánová ◽  
Ľuboš Slížik ◽  
Anna Koreňová ◽  
František Považanec ◽  
Dušan Berkeš
Keyword(s):  
Periodate Oxidation ◽  
Conjugate Addition ◽  
Stereoselective Reduction ◽  
Enantiomerically Pure ◽  
Asymmetric Transformation

AbstractStraightforward preparation of enantiomerically highly enriched N-substituted aroylalanines has been developed. This process involves the combination of crystallization-induced asymmetric transformation and a conjugate addition of N-nucleophiles to the corresponding aroylacrylic acids. Further transformations to 3,4-dichlorobenzoylalanine and aroyl-l-alanines via periodate oxidation and stereoselective reduction to N-substituted syn-4-aryl-4-hydroxy-2-aminobutanoic acids are also described.

A Convenient Route to Enantiomerically Pure 2-Substituted Methyl Glycerate Derivatives

2003 ◽  
Vol 5 (24) ◽  
pp. 4553-4555 ◽  
Author(s):  
Steven V. Ley ◽  
Patrick Michel ◽  
Claudio Trapella
Keyword(s):  
Enantiomerically Pure ◽  
Convenient Route

Stereoselective C-N Ring Construction

2011 ◽  
Author(s):  
Douglass Taber
Keyword(s):  
Organic Chemistry ◽  
Diels Alder ◽  
Wolff Rearrangement ◽  
Enantiomerically Pure ◽  
Amino Esters ◽  
Shanghai Institute ◽  
Single Diastereomer ◽  
Peking University ◽  
Convenient Route ◽  
The University

Ryoichi Kuwano of Kyushu University showed (J. Am. Chem. Soc. 2008, 130, 808) that diastereomerically and enantiomerically pure pyrollidines such as 2 could be prepared by hydrogenation of the corresponding pyrrole. Victor S. Martín of Universidad de la Laguna found (Organic Lett. 2008, 10, 2349) that the stereochemical outcome of the pyrrolidine-forming Nicholas cyclization could be directed by the protecting group on the N. Jianbo Wang of Peking University established (J. Org. Chem. 2008, 73, 1971) a convenient route to diazo esters such as 6. N-H insertion led to the pyrrolidine, which Zhen-Jiang Xu of the Shanghai Institute of Organic Chemistry and Chi-Ming Che of the University of Hong Kong showed (Organic Lett. 2008, 10, 1529) could be reduced with high diastereoselectivity to the hydroxy ester 7. Alternatively, Professor Wang found that photochemical Wolff rearrangement of 6 delivered the pyrrolidone 8 . Martin J. Slater and Shiping Xie of GlaxoSmithKline optimized (J. Org. Chem. 2008, 73, 3094) the hydroquinine catalyzed enantioselective 3+2 cycloaddition of 9 and 10, leading to the pyrrolidine 11 with high diastereocontrol. Shu Kobayashi of the University of Tokyo developed (Adv. Synth. Cat. 2008, 350, 647) a practical protocol for the aza Diels-Alder construction of enantiomerically-pure piperidines such as 14 . Biao Yu of the Shanghai Institute of Organic Chemistry cyclized (Tetrahedron Lett. 2008, 49, 672) the product from the proline-catalyzed enantioselective aldol of 15 and 16, leading to the substituted piperidine 17 . Michael Shipman of the University of Warwick described (Tetrahedron Lett. 2008, 49, 250) the cyclization of the aziridine derived from 18, that proceeded to give 19 as a single diastereomer, apparently via kinetic side-chain protonation. Takeo Kawabata of Kyoto University found (J. Am. Chem. Soc. 2008, 130, 4153) that intramolecular alkylation to form four, five and six-membered rings from amino esters such as 21 proceeded with remarkable enantioretention. Géraldine Masson and Jieping Zhu of CNRS, Gif-sur-Yvette, condensed (Organic Lett. 2008, 10, 1509) cinnamaldehyde 23 with cyanide and an ω-alkenyl amine to give the intramolecular aza-Diels-Alder substrate 24. Hongbin Zhai of the Shanghai Institute of Organic Chemistry acylated (J. Org. Chem. 2008, 73, 3589) 26 with 27, leading to the ring-closing metathesis precursor 28.

scholarly journals A Convenient Route to Enantiomerically Pure 2-Substituted Methyl Glycerate Derivatives.

ChemInform ◽  
2004 ◽  
Vol 35 (14) ◽  
Author(s):  
Steven V. Ley ◽  
Patrick Michel ◽  
Claudio Trapella
Keyword(s):  
Enantiomerically Pure ◽  
Convenient Route
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