54656-51-8

Upstream product

• 1577-20-4 (E)-hex-4-enoic acid 
• 41143-12-8 hex-4-ynoic acid 
• 6089-09-4 4-pentynoic acid 
• 124558-70-9 (S)-4-Ethylsulfanyl-5-((S)-1-hydroxy-ethyl)-5H-furan-2-one 
• 27610-27-1 5-(1-hydroxyethyl)dihydrofuran-2(3H)-one 

Downstream Products

• 876152-41-9 (3S,5R)-5-((S)-1-Methoxy-ethyl)-3-methyl-2-phenylsulfanyl-tetrahydro-furan 
• 876152-48-6 (S)-1-((2R,4S)-4-Methyl-5-phenylsulfanyl-tetrahydro-furan-2-yl)-ethanol 
• 876152-50-0 tert-Butyl-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane 
• 876152-35-1 tert-Butyl-((2R,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane 
• 876152-52-2 tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane 
• 876152-44-2 tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane 
• 130258-63-8 (3S,5R)-5-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-dihydro-furan-2-one 
• 130258-63-8 (3R,5R)-5-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-dihydro-furan-2-one 
• 89158-15-6 p-nitrobenzoate of L-(+)-rhodinono-γ-lactone 
• 89158-14-5 p-nitrobenzoate of D-(+)-amicetono-γ-lactone 
• 1422255-68-2 (4S,5R)-5-fluoro-4-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)hexanoic acid 
• 1422255-65-9 (4S,5R)-benzyl 4-azido-5-fluorohexanoate 
• 1422255-64-8 (4R,5R)-benzyl 5-fluoro-4-hydroxyhexanoate 
• 130323-45-4 (R)-5-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dihydro-furan-2-one 

Relevant academic research and scientific papers

Synthesis of the C14-C28 fragment of tetronasin

A synthesis of the C14-C28 fragment of Tetronasin features an S E2 reaction between a cationic η3-allylmolybdenum complex and and an α-metallated tetrahydrofuran. Georg Thieme Verlag Stuttgart.

(+/-)-erythro-γ,δ-Dihydroxycarboxylic Acid Lactones from a β-Lithiopropionate Equivalent and α-Chloroaldehydes

Reaction of β-ethylthio-β-lithioacrylate 1A with α-chloroaldehydes furnished predominantly the erythro products 3, which were isolated as γ-lactones 4.At room temperature intermediates 3 are transformed into the (+/-)-erythro-γ,δ-dihydroxycarboxylic acid γ-lactones 8.Raney nickel treatment provided interesting natural γ-lactone derivatives; thus, from erythro-8c the socalled L-factor erythro-9c was obtained.Similarly, from β-methoxy β-lithioacrylate 10A the (+/-)-erythro-γ,δ-dihydroxycarboxylic acid δ-lactone erythro-11 was gained.

A Simple, General Diastereoselective Synthesis of 5-Hydroxyalkylbutan-4-olides

cis- and trans-Hex-4-enoic acids and their 6-n-propyl and n-butyl derivatives, when treated with a 1.1 molar excess of m-chloroperbenzoic acid and Amberlyst-15 as catalyst in CH2Cl2 at 20 deg C, gave the corresponding threo- and erythro-5-hydroxyalkylbutan-4-olides in quantitative yields.