1189368-33-9

Upstream product

• 130669-74-8 (1S,2S,5R,6R)-3-bromo-5,6-epoxy-1,2-O-isopropylidencyclohex-3-en-1,2-diol 
• 108-86-1 bromobenzene 
• 139432-90-9 (1S,2S,3R)-4-Bromo-2,3-O-isopropylidenecyclohex-4-ene-1,2,3-triol 
• 130669-75-9 (3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole 
• 67451-62-1 cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene 
• 139559-63-0 (3aS,4R,7aR)-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]-dioxol-4-ol 

Relevant academic research and scientific papers

Chemoenzymatic preparation of (6R)-5,6-dihydro-2H-pyran-2-one: A ubiquitous structural motif of biologically active lactones

A chemoenzymatic synthesis of an enantiopure 6-substituted 5,6-dihydro-2H-pyran-2-one using bromobenzene as a starting material is presented. This important structural motif is found in a large number of chiral lactones that present a wide range of biological activities. The key features of the preparation include enzymatic dioxygenation of bromobenzene using Escherichia coli JM109 (pDTG601), microwave-assisted acyloin cleavage, and tin mediated lactonization. The stereochemical assignment for the alcohol was confirmed by NMR analysis of Moshers derivatives.