1370641-47-6

Upstream product

• 1563035-94-8 C₁₂H₁₄O₄ 
• 1562809-94-2 C₁₃H₁₆O₄ 
• 99968-60-2 4-bromo-2-methyl-but-2-enoic acid methyl ester 
• 99968-60-2 methyl (E)-4-bromo-2-methylbut-2-enoate 
• 1370641-46-5 C₁₂H₁₄O₄ 

Downstream Products

• 1370641-41-0 (S)-4-isopropyl-3-[(1Z,4E)-6-(3-methoxyphenoxy)-4-methyl-3-oxo-1-phenylhexa-1,4-dien-2-yl]oxazolidin- 
• 1370641-21-6 (S)-4-isopropyl-3-{(2R,3R,3aS,9bR)-7-methoxy-9b-methyl-1-oxo-3-phenyl-1,2,3,3a,4,9bhexahydrocyclopenta[c]chromen-2-yl}oxazolidin-2-one 
• 1370641-28-3 (S)-4-isopropyl-3-{(2R,3R,3aS,9bR)-9-methoxy-9b-methyl-1-oxo-3-phenyl-1,2,3,3a,4,9bhexahydrocyclopenta[c]chromen-2-yl}oxazolidin-2-one 
• 1370641-26-1 (3R,3aS,9bR)-7-methoxy-9b-methyl-3-phenyl-2,3,3a,4-tetrahydrocyclopenta[c]chromen-1(9bH)-one 
• 1589071-11-3 (S)-(2Z,4E)-2-benzylidene-6-(3″-methoxyphenoxy)-4-methyl-1-(2′-oxo-4′-phenyloxazolidin-3′-yl)-hex-4-ene-1,3-dione 
• 1589071-03-3 (2R,3S,3aS,9bR)-7-methoxy-9b-methyl-1-oxo-3-phenyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromene-2-carboxylic acid methyl ester 
• 1589071-08-8 C₃₀H₃₀O₇ 

Relevant academic research and scientific papers

Convergent access to polycyclic cyclopentanoids from α,β- unsaturated acid chlorides and alkynes through a reductive coupling, nazarov cyclization sequence

Reductive coupling of α,β-unsaturated acid chlorides A with alkynoyls B provides convergent access to Nazarov cyclization precursors, α-carboxy divinyl ketones C. Cyclization of C gives an intermediate oxyallyl cation intermediate D, which can be trapped with tethered arenes (Ar). The resultant products can be further cyclized through nucleophilic displacement of suitable leaving groups X by tethered OH groups to give lactones (in a subsequent step). Where X is a suitable chiral auxiliary (e.g., oxazolidinone) this strategy affords access to homochiral cyclopentanoids.

Oxazolidinone-promoted, torquoselective Nazarov cyclizations

Oxazolidinones are powerful promoters of the Nazarov reaction, enabling the cyclization of conventionally resistant substrates to be achieved under mild conditions. They exert excellent regio-and torquoselective control in both the conventional Nazarov reaction giving cyclopentenones and in the "interrupted" Nazarov reaction, giving more highly substituted multistereocenter containing products.