- Regio- and Stereo-selective γ-Substitution of Allylic Nitro Compounds with Lithium Dialkylcuprates
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Regio- and stereo-selective γ-substitution of allylic nitro compounds with lithium dialkylcuprates provides a new synthesis for trisubstituted olefins.
- Ono, Noboru,Hamamoto, Isami,Kaji, Aritsune
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- Highly Enantioselective Iridium-Catalyzed Hydrogenation of Conjugated Trisubstituted Enones
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Asymmetric hydrogenation of conjugated enones is one of the most efficient and straightforward methods to prepare optically active ketones. In this study, chiral bidentate Ir-N,P complexes were utilized to access these scaffolds for ketones bearing the stereogenic center at both the α- and β-positions. Excellent enantiomeric excesses, of up to 99%, were obtained, accompanied with good to high isolated yields. Challenging dialkyl substituted substrates, which are difficult to hydrogenate with satisfactory chiral induction, were hydrogenated in a highly enantioselective fashion.
- Peters, Bram B. C.,Jongcharoenkamol, Jira,Krajangsri, Suppachai,Andersson, Pher G.
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supporting information
p. 242 - 246
(2021/01/13)
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- Olefination of carbonyl compounds through reductive coupling of alkenylboronic acids and tosylhydrazones
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The partners decide: The C-C bond-forming reductive cross-coupling of alkenylboronic acids and tosylhydrazones takes place under mild reaction conditions without the need of a metal catalyst, thus giving rise to olefination-type products (see scheme). The position of the double bond in the product is determined by the structure of the coupling partners. Copyright
- Perez-Aguilar, M. Carmen,Valdes, Carlos
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supporting information; experimental part
p. 5953 - 5957
(2012/07/30)
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- A convenient synthesis of (E)-α,β-unsaturated esters with total stereoselectivity promoted by catalytic samarium diiodide
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Synthesis of (E)-α,β-unsaturated esters in high yields and with total stereoselectivity is achieved from α-halo-β-hydroxy esters promoted by catalytic amounts of SmI2. The starting compounds were easily prepared from α-halo esters and aldehydes as a mixture of stereoisomers. A mechanism is proposed to explain this samarium(II)-promoted catalytic β-elimination reaction. Georg Thieme Verlag Stuttgart.
- Concellón, José M.,Rodríguez-Solla, Humberto,Concellón, Carmen,Díaz-Pardo, Ainhoa,Llavona, Ricardo
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experimental part
p. 262 - 264
(2011/03/21)
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- Domino carbopalladation-carbonylation: Generating quaternary stereocenters while controlling β-hydride elimination
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A domino carbopalladation-carbonylation sequence for substrates possessing β-hydrogens is explored. This allows for the construction of complex architectures with vicinal stereocenters in a concise and rapid fashion via the stereocontrolled formation of two carbon-carbon bonds. An integral aspect of this domino reaction is the ability to control β-hydride elimination of the organopalladium intermediate and instead form the carbonylation product.
- Seashore-Ludlow, Brinton,Somfai, Peter
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supporting information; experimental part
p. 3732 - 3735
(2010/11/04)
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- Vanadium-catalyzed asymmetric epoxidation of allylic alcohols in water
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Asymmetric V-catalyzed epoxidation of allylic alcohols can be carried out in water with chiral ligands, which incorporate sulfonamide and hydroxamic acid fragments. Furthermore, the reaction, notorious for its ligand-deceleration effect, in water turned into the ligand-accelerated process. By using this aqueous protocol, a range of allylic alcohols were epoxidized with up to 94% ee.
- Malkov, Andrei V.,Czemerys, Louise,Malyshev, Denis A.
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supporting information; experimental part
p. 3350 - 3355
(2009/09/26)
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- Convergent synthesis of (2R,3R,8R,9R)-N-Boc-ADDA
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(Figure Presented) The convergent synthesis of N-Boc-(2R,3R,8R,9R,4E,6E)-3- amino-9-methoxy-2,6,8-trimethyl-10-phenyldecadenoic acid (enantio-N-Boc-ADDA) is reported. Our flexible approach takes advantage of highly efficient non-aldol aldol and cross-metathesis methodologies.
- Meiries, Sebastien,Marquez, Rodolfo
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p. 5015 - 5021
(2008/12/20)
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