482649-59-2

Upstream product

• 56563-37-2 toluene-4-sulfonic acid but-2-ynyl ester 
• 101-41-7 benzeneacetic acid methyl ester 
• 3355-28-0 1-Bromo-2-butyne 

Downstream Products

• 1381967-82-3 methyl 1,3,4-trimethyl-6-phenyl-6,7-dihydro-5H-cyclopenta[c]pyridine-6-carboxylate 
• 1451053-47-6 (Z)-3-(but-2-ynyl)-5-ethylidene-3-phenyldihydrofuran-2(3H)-one 
• 1436872-11-5 C₁₆H₁₉BrO₂ 
• 1436872-00-2 (R,E)-5-(1-bromoethylidene)-3-(but-2-ynyl)-3-phenyldihydrofuran-2(3H)-one 
• 1436871-88-3 2-(but-2-yn-1-yl)-2-phenylhex-4-ynoic acid 
• 1352800-50-0 methyl 2-(n-butyl)-1,4-dimethyl-3-oxo-6-phenyl-5H-2,3,6,7-tetrahydrocyclopenta[c]pyridine-6-carboxylate 

Relevant academic research and scientific papers

Desymmetrization construction of chiral lactones by synergistic Cu(II) complex and organic base

A highly enantioselective construction of quaternary carbon center has been realized by the desymmetrization strategy. Chiral enol lactones with up to 95% ee could be synthesized from prochiral dialkynoic acid under the catalysis of synergistic chiral Cu(II) complex and chiral (DHQ)2-PHAL base.

Pd(ii)-SDP-catalyzed enantioselective 5-exo-dig cyclization of γ-alkynoic acids: Application to the synthesis of functionalized dihydofuran-2(3H)-ones containing a chiral quaternary carbon center

The Pd(ii)-SDP-catalyzed first enantioselective intramolecular cyclization of α,α-disubstituted γ-alkynoic acids is described. This 5-exo-dig cyclization afforded dihydrofuran-2(3H)-ones bearing a chiral quaternary carbon center in excellent yields with e

Enantioselective, desymmetrizing bromolactonization of alkynes

Asymmetric bromolactonizations of alkynes are possible using a desymmetrization approach. The commercially available catalyst (DHQD) 2PHAL promotes these cyclizations in combination with cheap NBS as a bromine source to give bromoenol lactones in high yield and with high enantioselectivity. The bromoenol lactone products, containing a tetrasubstituted alkene and a quaternary stereocenter, are valuable building blocks for synthetic chemistry.