113548-21-3

Upstream product

• 113548-19-9 2-(benzyloxy)-1-heptene 
• 6938-45-0 benzyl hexanoate 
• 84994-59-2 (R)-1-((S)-2-Phenyl-hexahydro-pyrrolo[1,2-c]imidazol-3-yl)-hexan-1-ol 
• 110-53-2 1-Bromopentane 
• 96759-99-8 2-(phenylmethoxy)heptanal 

Downstream Products

• 78843-64-8 (2R)-heptane-1,2-diol 
• 61229-00-3 (2S)-heptane-1,2-diol 

Relevant academic research and scientific papers

Hydroboration of Vinyl Ethers with Diisopinocampheylborane

The reactions of diisopinocampheylborane with cyclic vinyl ethers having an exocyclic oxygen and with acyclic vinyl ethers having groups of varying size attached to oxygen were explored.Evidence of some interaction of the bulkier vinyl ethers with diisopinocampheylborane was obtained, but high enantiomeric excesses were not found.However, the hydroboration-oxidation of benzyl or diphenylmethyl vinyl ethers, followed by cleavage, is a practical route to partially resolved diols.

AN ASYMMETRIC SYNTHESIS OF α-BENZYLOXY ALDEHYDES HAVING A CHIRAL TERTIARY CENTER - AN APPLICATION TO THE ASYMMETRIC SYNTHESIS OF exo-(+)-BREVICOMIN -

α-benzyloxy aldehydes having a chiral tertiary center at α-carbon atom are synthesized in high enantiomeric excess by successive treatment of 2-methoxycarbonyl-3-phenyl-1,3-diazabicyclooctane with diisobutylaluminum hydride (DIBAL-H) and Grignard reagents.The asymmetric reaction is applied to the total synthesis of exo-(+)-brevicomin.