14182-67-3

Upstream product

• 3699-66-9 ethyl 2-diethoxyphosphorylpropionate 
• 122-78-1 phenylacetaldehyde 
• 90685-76-0 ethyl 2-nitro-2-methylbut-3-enoate 
• 591-51-5 phenyllithium 
• 1297606-65-5 C₁₃H₁₇ClO₃ 
• 4025-71-2 2-phenylethylsulfonyl chloride 
• 21382-82-1 (carbethoxyethylidene)triphenylphosphorane 
• 138344-84-0 (E)-ethyl 2-methyl-4-phenylbut-3-enoate 
• 6783-05-7 trans-2-phenylvinylboronic acid 

Downstream Products

• 1240239-86-4 C₁₇H₁₆INO 
• 52497-56-0 (E)-2-methyl-4-phenyl-but-2-en-1-ol 
• 138344-84-0 (E)-ethyl 2-methyl-4-phenylbut-3-enoate 

Relevant academic research and scientific papers

Regio- and Stereo-selective γ-Substitution of Allylic Nitro Compounds with Lithium Dialkylcuprates

Regio- and stereo-selective γ-substitution of allylic nitro compounds with lithium dialkylcuprates provides a new synthesis for trisubstituted olefins.

Highly Enantioselective Iridium-Catalyzed Hydrogenation of Conjugated Trisubstituted Enones

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.

Olefination of carbonyl compounds through reductive coupling of alkenylboronic acids and tosylhydrazones

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

A convenient synthesis of (E)-α,β-unsaturated esters with total stereoselectivity promoted by catalytic samarium diiodide

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.

Domino carbopalladation-carbonylation: Generating quaternary stereocenters while controlling β-hydride elimination

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.

Vanadium-catalyzed asymmetric epoxidation of allylic alcohols in water

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.

Convergent synthesis of (2R,3R,8R,9R)-N-Boc-ADDA

(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.