245344-29-0

Upstream product

• 74590-73-1 1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene 
• 100-52-7 benzaldehyde 
• 292038-16-5 (S)-3-Oxo-5-phenyl-5-trimethylsilanyloxy-pentanoic acid methyl ester 
• 848900-70-9 5-(2-Chloro-acetoxy)-3-oxo-5-phenyl-pentanoic acid methyl ester 
• 848900-82-3 (5S) methyl δ-chloroacetyloxy-δ-phenyl-β-oxo-pentanoate 
• 81114-98-9 Chan's diene 
• 74590-73-1 1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene 

Downstream Products

• 148495-61-8 C₁₂H₁₆O₄ 
• 148495-59-4 C₁₂H₁₆O₄ 
• 1271726-65-8 C₁₅H₂₀O₄ 
• 1271726-66-9 C₁₄H₁₈O₃ 

Relevant academic research and scientific papers

Total synthesis of (-)-diospongin A and (+)-cryptofolione via asymmetric aldol reaction

Stereoselective synthesis of two distinctive pyranone skeletons diospongin A and cryptofolione has been described based on an asymmetric aldol reaction starting from Chan's diene. The synthetic strategy involves the enantioselective Mukaiyama aldol, diast

Achiral additives dramatically enhance enantioselectivities in the BINOL-Ti(IV) complex catalyzed aldol condensations of aldehydes with Chan's diene

Achiral additives can dramatically enhance the enantioselectivities in the BINOL-Ti(IV) complex catalyzed aldol condensations of aldehydes with Chan's diene. The best results were obtained by using 2.0 equiv of LiCl with respect to (S)-BINOL/Ti(Oi-Pr)sub

Solvent-free asymmetric vinylogous aldol reaction of Chan's diene with aromatic aldehydes catalyzed by hydrogen bonding

Chan's diene proved to react with aromatic aldehydes under organocatalytic conditions in presence of a chiral naphthyl-TADDOL derivative to give vinylogous aldols (up to 65% ee) with complete γ-selectivity. A further process of hetero-Diels-Alder cycloadd

Enantioselective vinylogous aldol reaction of Chan's diene catalyzed by hydrogen-bonding

Hydrogen-bonding activation of aromatic aldehydes by a TADDOL-derivative promotes the vinylogous aldol reaction of Chan's diene in moderate efficiency and enantioselectivity. Electron-poor aromatic aldehydes show an enhanced reactivity and a competing asy

A new procedure for the enantioselective vinylogous aldol reaction of Chan's diene

Chiral δ-hydroxy-β-ketoesters are easily available through the enantioselective vinylogous aldol reaction of Chan's diene promoted by a SiCl4/chiral phosphoramide catalytic system. The procedure is conveniently exploited for a very rapid approach to (+)-kavain, a natural bio-active α-pyrone compound.

Candida Rugosa lipase-catalyzed kinetic resolution of β-hydroxy- β-arylpropionates and δ-hydroxy-δ-aryl-β-oxo-pentanoates

A simple and convenient method was reported for the preparation of optically active β-hydroxy-β-arylpropionates, δ-hydroxy-δ- aryl-β-oxo-pentanoates and their butyryl derivatives via CRL-catalyzed hydrolysis. The optically active products are potential precursors of some chiral pharmaceuticals and natural products.

Enantioselective aldol condensation of 1,3-bis-(trimethylsilyloxy)-1-methoxy-buta-1,3-diene promoted by chiral Ti(IV)/BINOL complex

Enantiomerically enriched δ-hydroxy-β-ketoesters are easily available by aldol condensation of 1,3-bis-(trimethylsilyloxy)-1-methoxy-buta-1,3-diene in the presence of Ti(O-iPr)4/(S)-(-)-BINOL system. All reaction mixtures were separated by column chromatography and mostly isolated in moderate to good yields and all in high enantiomeric excesses. Copyright (C) 2000 Elsevier Science Ltd.

A Study Directed to the Asymmetric Synthesis of the Antineoplastic Macrolide Acutiphycin under Enantioselective Acyclic Stereoselection Based on Chiral Oxazaborolidinone-Promoted Asymmetic Aldol Reactions

A shortening of the reaction path can be realized by using a series of the chiral oxazaborolidinone-promoted aldol reaction with respect to the practical synthesis of the (+)-acutiphycin seco acid derivative 5. The linear strategy is based on the utilizat