648425-41-6

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 99-02-5 3'-Chloroacetophenone 

Downstream Products

• 1376710-81-4 (E)-3-(3-chlorophenyl)-N-methoxy-N-methylbut-2-enamide 
• 648425-38-1 (2E)-3-(3'-chlorophenyl)but-2-en-1-ol 
• 1332645-33-6 (R)-4-(3-chlorophenyl)-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one 
• 7394-51-6 (E)-3-(3-chlorophenyl)but-2-enoic acid 
• 1332645-49-4 (E)-3-(3-chlorophenyl)but-2-enoyl chloride 
• 1332645-58-5 (R)-1-methyl-4'-(3-chlorophenyl)spiro[indoline-3,2'-pyran]-2,6'(1H,3'H)-dione 
• 1332645-42-7 (R)-4-(3-chlorophenyl)-6-(trifluoromethyl)-6-(4-chlorophenyl)-5,6-dihydro-2H-pyran-2-one 
• 648425-33-6 (2E)-3-(3'-chlorophenyl)but-2-en-1-yl chloride 

Relevant academic research and scientific papers

Visible-Light-Promoted Intramolecular α-Allylation of Aldehydes in the Absence of Sacrificial Hydrogen Acceptors

We report herein an unprecedented protocol for radical cyclization of aldehydes with pendant alkenes via synergistic photoredox, cobaloxime, and amine catalysis. The transformation was achieved in the absence of external oxidants, providing a variety of 5-, 6-, and 7-membered ring products with alkene transposition in satisfactory yields. The reaction exhibits wide functional group compatibility and occurs under mild conditions with extrusion of H2.

Highly Selective and Catalytic Generation of Acyclic Quaternary Carbon Stereocenters via Functionalization of 1,3-Dienes with CO2

The catalytic asymmetric functionalization of readily available 1,3-dienes is highly important, but current examples are mostly limited to the construction of tertiary chiral centers. The asymmetric generation of acyclic products containing all-carbon quaternary stereocenters from substituted 1,3-dienes represents a more challenging, but highly desirable, synthetic process for which there are very few examples. Herein, we report the highly selective copper-catalyzed generation of chiral all-carbon acyclic quaternary stereocenters via functionalization of 1,3-dienes with CO2. A variety of readily available 1,1-disubstituted 1,3-dienes, as well as a 1,3,5-triene, undergo reductive hydroxymethylation with high chemo-, regio-, E/Z-, and enantioselectivities. The reported method features good functional group tolerance, is readily scaled up to at least 5 mmol of starting diene, and generates chiral products that are useful building blocks for further derivatization. Systemic mechanistic investigations using density functional theory calculations were performed and provided the first theoretical investigation for an asymmetric transformation involving CO2. These computational results indicate that the 1,2-hydrocupration of 1,3-diene proceeds with high π-facial selectivity to generate an (S)-allylcopper intermediate, which further induces the chirality of the quaternary carbon center in the final product. The 1,4-addition of an internal allylcopper complex, which differs from previous reports involving terminal allylmetallic intermediates, to CO2 kinetically determines the E/Z- and regioselectivity. The rapid reduction of a copper carboxylate intermediate to the corresponding silyl-ether in the presence of Me(MeO)2SiH provides the exergonic impetus and leads to chemoselective hydroxymethylation rather than carboxylation. These results provide new insights for guiding further development of asymmetric C-C bond formations with CO2

Highly enantioselective asymmetric hydrogenation of (E)-β,β- disubstituted α,β-unsaturated Weinreb amides catalyzed by Ir(i) complexes of SpinPhox ligands

The Ir(i) complexes of chiral spiro phosphino-oxazoline ligands (SpinPhox) have demonstrated good to excellent enantioselectivity in the asymmetric hydrogenation (AH) of a variety of (E)-β,β-disubstituted α,β-unsaturated N-methoxy-N-methylamides, affording the corresponding optically active Weinreb amides with up to 97% ee.

N-heterocyclic carbene-catalyzed cyclization of unsaturated acyl chlorides and ketones

A straightforward synthesis of optically active trifluoromethyl dihydropyranones and spirocyclic oxindole-dihydropyranones has been realized by the chiral N-heterocyclic carbenes-catalyzed cyclization of α,β- unsaturated β-methylacyl chlorides with activated trifluoromethyl ketones or isatin derivatives. Copyright

Synthesis of novel diazatricyclodecanes (DTDs). Effects of structural variation at the C3′ allyl end and at the phenyl ring of the cinnamyl chain on μ-receptor affinity and opioid antinociception

Two series of analogues of 9-propionyl-10-cinnamyl-9,10-diazatricyclo[4.2.1.12,5]decane (1a) and 2-propionyl-7-cinnamyl-2,7-diazatricyclo[4.4.0.03,8]decane (2a), in which the cinnamyl moiety was replaced by various aralkenyl chains,