571167-73-2

Upstream product

• 32780-06-6 (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran 
• 6893-26-1 D-Glutamic acid 
• 100-39-0 benzyl bromide 
• 2930-05-4 Benzyloxymethyl-oxiran 
• 14618-80-5 (R)-benzyl glycidol 
• 155418-40-9 (2S)-1-(benzyloxy)hex-5-en-2-ol 
• 21461-84-7 (2S)-tetrahydro-5-oxofuran-2-carboxylic acid 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 32780-08-8 (5S)-5-[(benzyloxy)methyl]dihydrofuran-2(3H)-one 

Downstream Products

• 87727-31-9 (2S,5R)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan 
• 87681-37-6 (2S,5S)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan 
• 155418-40-9 (2S)-1-(benzyloxy)hex-5-en-2-ol 
• 571167-74-3 5-[(1RS,4S)-5-benzyloxy-1,4-dihydroxypentyl]-2-(tert-butyldimethylsilyl)-N,N-dimethyl-1H-imidazolesulfonamide 
• 257281-07-5 ((S)-2-Allyloxy-hex-5-enyloxymethyl)-benzene 
• 1531585-36-0 (2S,3a'S,5S,6a'S)-5-((benzyloxy)methyl)-6',6'-dimethyltetrahydro-3H,3'H-spiro[furan-2,2'-furo[3,2-b]furan]-5'(3a'H)-one 
• 1531585-37-1 (2R,3a'S,5S,6a'S)-5-((benzyloxy)methyl)-6',6'-dimethyltetrahydro-3H,3'H-spiro[furan-2,2'-furo[3,2-b]furan]-5'(3a'H)-one 
• 1531585-30-4 (4R,5R)-5-(((2R,5S)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl)methyl)-4-hydroxy-3,3-dimethyldihydrofuran-2(3H)-one 
• 1531585-31-5 (4R,5R)-5-(((2S,5S)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl)methyl)-4-hydroxy-3,3-dimethyldihydrofuran-2(3H)-one 
• 1531585-32-6 (4S,5S)-5-(((2R,5S)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl)methyl)-4-hydroxy-3,3-dimethyldihydrofuran-2(3H)-one 
• 1531585-33-7 (4S,5S)-5-(((2S,5S)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl)methyl)-4-hydroxy-3,3-dimethyldihydrofuran-2(3H)-one 
• 1531585-34-8 (2R,3a′R,5S,6a′R)-5-((benzyloxy)methyl)-6′,6′-dimethyltetrahydro-3H,3′H-spiro[furan-2,2′-furo[3,2-b]furan]-5′(3a′H)-one 
• 1531585-35-9 (2S,3a′R,5S,6a′R)-5-((benzyloxy)methyl)-6′,6′-dimethyltetrahydro-3H,3′H-spiro[furan-2,2′-furo[3,2-b]furan]-5′(3a′H)-one 

Relevant academic research and scientific papers

Synthesis of the spiroacetal core of the cephalosporolide family of natural products

The synthesis of four possible stereoisomers of the spiroacetal core of the natural products cephalosporolides H and I and penisporolides A and B is described. The key steps involve the use of Sharpless asymmetric dihydroxylation to install the desired stereochemistry of the γ-lactone ring and an oxidative radical cyclisation to form the spiroacetal ring system.

Synthesis of (+/-)-trans- or cis-(5-aminomethyltetrahydrofuranyl)imidazole by Mitsunobu cyclization: synthetic studies toward novel histamine H3 or H4-ligands.

The (+/-)-trans- or cis-4(5)-(5-aminomethyltetrahydrofuranyl)imidazole [1 and 2] were synthesized by the Mitsunobu cyclization, starting from L-glutamic acid.

A ring closing metathesis-osmylation approach to oxygenated oxepanes as carbohydrate surrogates

A ring closing metathesis (RCM)-osmylation sequence has been developed for the formation of highly oxygenated cyclic ethers from the corresponding acyclic dienes. A systematic examination of various substrates in this reaction revealed that the process is general in scope and is insensitive to the number of alkoxy substituents present. Subsequent osmylation of the metathesis product proceeds with excellent diastereoselectivity to furnish highly oxygenated oxepanes. These oxepanes represent one-carbon homologated carbohydrates.