221468-58-2

Upstream product

• 100-39-0 benzyl bromide 
• 174645-23-9 (2S,5S,6S,9S)-2,5;6,9-diepoxydecane-1,10-diol 
• 221467-95-4 (5S,6S)-5,6-dihydroxydeca-1,9-diene 
• 39139-91-8 trans-1,5,9-decatriene 

Downstream Products

• 221468-61-7 (2S,5S,6S,9S,10S)-1-benzyloxy-2,5;6,9-diepoxy-10-(methoxymethoxy)tetracosane 
• 221468-04-8 (2S,5S,6S,9S,10S)-1-benzyloxy-2,5;6,9-diepoxy-10-tetracosanol 
• 221468-00-4 (2S,5S,2'S,5'S)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-carbaldehyde 

Relevant academic research and scientific papers

A facile route to bulladecin-type acetogenins - Total synthesis of asimilobin and correction of the configuration of its tetrahydrofuran segment

The most efficient method for the synthesis of the trans/threo/trans- bis(tetrahydrofuran) (THF) ring unit was established, and the first total synthesis of (-)-asimilobin and its diastereomer was then accomplished in twelve and fourteen steps, respectively, from trans-1,5,9-decatriene, by a convergent route with a Wittig reaction as the key step. By virtue of these synthetic results, the absolute configuration of the bis(THF) unit in naturally occurring asimilobin should be corrected.

The synthesis of asimilobin and the correction of its tetrahydrofuran segment's configuration

A highly efficient synthetic method for the trans/threo/trans- bis- tetrahydrofuran (THF) ring building block was established. The title compound was synthesized in thirteen steps from trans-1,4-dichloro-2-butene via a convergent route with a Wittig reaction as the key step. The absolute configuration of the THF segment of naturally occurring asimilobin should be corrected.