Norbornanoid Chiral Ketones by Desymmetrization of Dibromoalkenes

2014 ◽  
Vol 97 (4) ◽  
pp. 537-545 ◽  
Author(s):  
Ramazan Koçak ◽  
Giuseppe Borsato ◽  
Ottorino De Lucchi ◽  
Arif Daştan
Keyword(s):  
Chiral Ketones

Kinetic Resolution of Acyclic Secondary Allylic Silyl Ethers Catalyzed by Chiral Ketones

2001 ◽  
Vol 66 (13) ◽  
pp. 4619-4624 ◽  
Author(s):  
Dan Yang ◽  
Guan-Sheng Jiao ◽  
Yiu-Chung Yip ◽  
Tsz-Hin Lai ◽  
Man-Kin Wong
Keyword(s):  
Kinetic Resolution ◽  
Silyl Ethers ◽  
Chiral Ketones

ChemInform Abstract: Highly Enantioselective Epoxidation of trans-Stilbenes Catalyzed by Chiral Ketones.

ChemInform ◽  
2010 ◽  
Vol 28 (10) ◽  
pp. no-no
Author(s):  
D. YANG ◽  
X.-C. WANG ◽  
M.-K. WONG ◽  
Y.-C. YIP ◽  
M.-W. TANG
Keyword(s):  
Chiral Ketones ◽  
Enantioselective Epoxidation

ChemInform Abstract: Total Synthesis of the Antimicrotubule Agent (+)-Discodermolide Using Boron-Mediated Aldol Reactions of Chiral Ketones.

ChemInform ◽  
2010 ◽  
Vol 31 (13) ◽  
pp. no-no
Author(s):  
Ian Paterson ◽  
Gordon J. Florence ◽  
Kai Gerlach ◽  
Jeremy P. Scott
Keyword(s):  
Total Synthesis ◽  
Aldol Reactions ◽  
Chiral Ketones

Iodine(III)-mediated synthesis of chiral α-substituted ketones: recent advances and mechanistic insights

2017 ◽  
Vol 89 (6) ◽  
pp. 781-789 ◽  
Author(s):  
Benoit Basdevant ◽  
Audrey-Anne Guilbault ◽  
Samuel Beaulieu ◽  
Antoine Jobin-Des Lauriers ◽  
Claude Y. Legault
Keyword(s):  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
New Method ◽  
Experimental Strategy ◽  
Rapid Access ◽  
Chiral Ketones ◽  
Recent Advances ◽  
Nucleophilic Displacement ◽  
Synthetic Transformations

AbstractThe development of iodine(III)-mediated synthetic transformations has received growing interest, in particular to mediate enantioselective processes. In this class, the α-tosyloxylation of ketone derivatives using iodine(III) is a particularly powerful one, as it yields α-tosyloxy ketones – versatile chiral precursors that enable rapid access to numerous α-chiral ketones through nucleophilic displacement. Despite years of research from numerous groups, the enantioselectivities for this transformation have remained modest. Using quantum chemical calculations, we have uncovered a possible rational for the lack of selectivity. With these computational insights, we have developed an alternative experimental strategy and achieved unprecedented levels of selectivities. Applying this newfound knowledge, we have recently developed a new method to access α-halo ketones from non-ketonic precursors.

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