183625-23-2

Upstream product

• 79-22-1 methyl chloroformate 
• 51830-12-7 Epoxy-4,5 hexene-2 (E) oate de methyle 
• 100-51-6 benzyl alcohol 

Downstream Products

• 183479-30-3 (E)-(4S,5R)-4-Benzyloxy-5-(toluene-4-sulfonyloxy)-hex-2-enoic acid methyl ester 
• 931426-03-8 (+)-(4S,5R)-4-benzyloxy-5-hydroxy-(2E)-hexenoic acid 
• 931426-04-9 (4S,5R)-4-benzyloxy-2-hexen-5-olide 
• 183479-31-4 (E)-(4S,5R)-4-Hydroxy-5-(toluene-4-sulfonyloxy)-hex-2-enoic acid methyl ester 
• 294198-62-2 (E)-(4S,5R)-4-Benzyloxy-5-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-butyryloxy]-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester 
• 294198-63-3 (E)-(4S,5R)-4-Benzyloxy-5-((R)-3-hydroxy-butyryloxy)-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester 
• 294198-60-0 (E)-(4S,5R)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester 
• 294198-61-1 (E)-(4S,5R)-4-Benzyloxy-5-hydroxy-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester 
• 294198-64-4 (+)-dibenzyl macrosphelide A 
• 294198-58-6 (4S,5R)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoic acid 
• 294198-59-7 2,2,2-trichloroethyl (4S,5R)-4-benzyloxy-5-hydroxy-2(E)-hexenoate 
• 183479-32-5 (E)-(4S,5S)-4-Benzyloxy-5-chloro-hex-2-enoic acid methyl ester 

Relevant academic research and scientific papers

δ-Lactone formation from δ-hydroxy-trans-α,β-unsaturated carboxylic acids accompanied by trans-cis isomerization: synthesis of (-)-tetra-O-acetylosmundalin

(±)-(4,5-anti)-4-Benzyloxy-5-hydroxy-(2E)-hexenoic acid 6 was subjected to δ-lactonization in the presence of 2,4,6-trichlorobenzoyl chloride and pyridine to give the α,β-unsaturated-δ-lactone congener (±)-7 (87% yield) accompanied by trans-cis isomerizat

Chemoenzymatic syntheses of each stereoisomer of (4,5)-epoxy-(2E)-hexenoates

The highly stereoselective syntheses of each of the four stereoisomers of (4,5)-epoxy-(2E)-hexenoate ((4S,5S)-2, (4R,5R)-3 and (4R,5S)-3) based on a chemoenzymatic method were achieved from the achiral precursor, methyl sorbate.