3708-36-9

Upstream product

• 3708-35-8 Ethyl 2-(ethoxycarbonyl)-5-phenyl-4-pentenoate 
• 63082-55-3 diethyl (E)-cinnamyl malonate 
• 4392-24-9 Cinnamyl bromide 

Downstream Products

• 28525-69-1 (4E)-5-phenyl-4-pentenoic acid 
• 129454-82-6 2-((E)-5-phenylpent-4-enyloxy)tetrahydro-2H-pyran 
• 92609-30-8 2-(2,2-dichloro-t-3-phenyl-r-1-cyclopropyl)-1-propanol-tetrahydro-2-pyranyl ether 
• 92609-35-3 t-3-t-butoxy-c-2-(2-hydroxypropyl)-c-3-phenyl-r-1-cyclopropanecarboxylic acid lactone 
• 92609-32-0 1-chloro-c-2-(2-hydroxypropyl)-t-3-phenyl-r-1-cyclopropanecarboxylic acid 
• 13159-16-5 (E)-5-phenyl-4-penten-1-ol 
• 17920-83-1 5-phenyl-4-pentenoic acid 

Relevant academic research and scientific papers

Catalytic asymmetric protonation of chiral calcium enolates via 1,4-addition of malonates

Catalytic asymmetric protonation of chiral calcium enolates was performed. Chiral calcium enolates, prepared in situ from imides and malonates via 1,4-addition in the presence of catalytic amounts of Ca(OEt)2, Ph-PyBox, and achiral phenol, were smoothly protonated to afford adducts bearing tertiary asymmetric carbons in high yields with high enantioselectivities. The adducts were readily converted to optically active 2-substituted 1,5-dicarboxylic acid derivatives.

Palladium-Catalyzed highly diastereoselective oxidative cascade cyclization reactions

Isoquinoline and quinoline have been discovered as novel ligands for palladium-catalyzed oxidative cascade cyclization reactions. With our new catalyst systems (Pd(OAc)2/isoquinoline or quinoline), unsaturated anilides cyclize under an oxygen atmosphere (1 atm) to furnish structurally versatile indoline derivatives in good yields. One C-N bond and two C-C bonds are formed in a single step with excellent diastereoselectivities (dr> 24:1).

REACTIVITY OF 1-CYCLOPROPENE-1-LACTONES DEPENDENT ON THE SUSBSTITUTION DEGREE

Reaction of the α-chloro lactone 10 with KOtBu gives the butoxy lactones 21 and 22; the seven membered derivative 11 leads 23 as the only isolable product.Formation of the α-substitution product 21 as well as the enhanced instability of the intermediates 12 and 13 in comparison to their methyl substituted homologues 5 and 6 show the kinetical stabilization by a methyl group at C-2.Products derived from a cyclopropeno lactone of type A could not be detected.