790699-41-1

Upstream product

• 1257108-69-2 (S)-3-(phenylmethoxy)-1-pentanoic acid ethyl ester 
• 54074-85-0 ethyl (S)-3-hydroxyvalerate 
• 4949-44-4 ethyl propanoylacetate 
• 790699-30-8 1-(tert-butyl-diphenyl-silanyloxy)-pentan-3-ol 
• 790699-26-2 (S)-pentane-1,3-diol 
• 790699-36-4 (3-benzyloxy-pentyloxy)-tert-butyl-diphenyl-silane 
• 100-39-0 benzyl bromide 

Downstream Products

• 153077-77-1 (S)-3-(phenylmethoxy)-1-pentanal 
• 790699-57-9 (S)-5-Benzyloxy-heptan-1-ol 
• 790699-52-4 (E)-(S)-5-Benzyloxy-hept-2-enoic acid ethyl ester 
• 790699-95-5 2-[(4R,5R,6S)-6-((S)-4-Benzyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-ethanol 
• 790699-97-7 [(4R,5R,6S)-6-((S)-4-Benzyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester 
• 790699-65-9 (E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-one 
• 790699-70-6 (E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol 
• 790699-79-5 (E)-(3R,9S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol 
• 790699-83-1 (R)-1-[(2S,3S)-3-((S)-4-Benzyloxy-hexyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-propan-1-ol 
• 790699-87-5 (3R,4R,5S,9S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undecane-3,5-diol 
• 790699-91-1 {2-[(4R,5R,6S)-6-((S)-4-Benzyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane 

Relevant academic research and scientific papers

Synthesis of β-methoxyacrylate natural products based on box-Pd IIcatalyzed intermolecular methoxycarbonylation of alkynoles

Bis(oxazoline)-palladium(II) catalyzed carbonylation of homopropargyl alcohols afforded acyclic methoxyacrylate 2 and 6-membered lactone 3a-k in good combined yield. In the case of propargyl alcohols, 5-membered lactones 3p, 3q, 16 were obtained in moderate yields. The one-pot synthesis of kawa lactones 3a, 3r, 3s and formal synthesis of dihydroxycystothiazole A and dihydroxycystothiazole C are presented. To elucidate the stereochemistry of (+)-annularin G and (-)-annularin H, the first asymmetric syntheses of these natural products were achieved.

Synthesis of (3R,4S,5S,9S)-3,5,9-trihydroxy-4-methylundecanoic acid δ-lactone

Radical-mediated opening of a chiral trisubstituted epoxy alcohol using cp2TiCl furnished the '2-methyl-1,3-diol' moiety with the desired stereochemistry, which led to a total synthesis of (3R,4S,5S,9S)-3,5,9- trihydroxy-4-methylundecanoic acid