220316-50-7

Upstream product

• 36255-44-4 3-bromopropanal dimethyl acetal 
• 440362-93-6 Acetic acid (3R,4aS,6R,7R,8S,8aS)-3-acetoxy-7,8-bis-benzyloxy-6-benzyloxymethyl-octahydro-pyrano[3,2-b]pyran-2-yl ester 
• 220316-46-1 1-deoxy-1-(3,3-dimethoxypropyl)-3,4,6-tri-O-benzyl-D-glucopyranoside 
• 220316-48-3 (2R,3R,4S,4aS,8aS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-octahydro-pyrano[3,2-b]pyran 
• 212395-01-2 (2S,3S,4S,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-vinyloxy-tetrahydro-pyran 
• 200621-47-2 (4S,5R,6S,7S,8R)-1,2-anhydro-6,7,9-tribenzyloxypyrano<4,5>pyran 
• 329357-89-3 (3,3-dimethoxypropyl)magnesium bromide 
• 440362-94-7 Acetic acid (2R,3R,4aS,6R,7R,8S,8aS)-7,8-bis-benzyloxy-6-benzyloxymethyl-2-bromo-octahydro-pyrano[3,2-b]pyran-3-yl ester 

Relevant academic research and scientific papers

C-Glycosides to fused polycyclic ethers

This manuscript describes the synthesis of fused polycyclic ethers from the coupling of C-glycoside forming reactions with ring closing metathesis and acid mediated annulation reactions.

A highly efficient iterative approach to fused ether ring systems

An iterative synthesis of fused ether ring systems has been developed. This strategy couples a cyclic enol ether oxidation and carbon-carbon bond forming reaction in one flask with an acid catalyzed cyclic acetal formation and alkoxide elimination in another flask. The result is a general and highly efficient two flask synthesis of fused ethers as are present in a wide variety of bioactive natural products.