916197-47-2

Upstream product

• 378749-99-6 ethyl (E,5S)-5-{[tert-butyl(diphenyl)silyl]oxy}-2-hexenoate 
• 364597-23-9 (3S)-3-{[tert-butyl(diphenyl)silyl]oxy}butanal 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 916197-44-9 (5S)-5-{[tert-butyl(diphenyl)silyl]oxy}-N-methoxy-N-methylhexanamide 
• 916197-43-8 ethyl (5S)-5-{[tert-butyl(diphenyl)silyl]oxy}hexanoate 
• 916197-46-1 5-methoxy-3,3-dimethyl-1,5-cyclohexadien-1-yl acetate 
• 916197-45-0 (8S)-8-{[tert-butyl(diphenyl)silyl]oxy}-1-(2,4,10-trioxatricyclo[3.3.1.1^3,7]dec-3-yl)-2-nonyn-4-one 

Downstream Products

• 916197-48-3 methyl 2-{5-hydroxy-2-[(5S)-5-hydroxyhexanoyl]-3-methoxyphenyl}acetate 

Relevant academic research and scientific papers

A total synthesis of xestodecalactone A and proof of its absolute stereochemistry: Interesting observations on dienophilic control with 1,3-disubstituted nonequivalent allenes

A concise total synthesis of xestodecalactone A, utilizing a Diels-Alder strategy is described. The focal Diels-Alder reaction relied on an "ynoate" dienophile to rapidly assemble the required resorcylinic acid scaffold. During this study, Diels-Alder cycloaddition reactions involving 1,3-disubstituted nonequivalent allene dienophiles were studied, and some surprising results were encountered.