1220512-47-9

Upstream product

• 1220512-46-8 (2S,4R,6S)-2-(hydroxymethyl)-6-tridecyltetrahydro-2H-pyran-4-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 103625-11-2 (2S)-pent-4-ene-1,2-diol 
• 124-25-4 myristylaldehyde 
• 118629-75-7 (S)-2-hydroxypent-4-en-1-yl 4-methylbenzenesulfonate 

Downstream Products

• 1220512-48-0 ((2S,4R,6S)-4-(tert-butyldimethylsilyloxy)-6-tridecyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate 

Relevant academic research and scientific papers

Total synthesis of anticancer agent EBC-23

Total synthesis of spiroketal EBC-23 has been described by two divergent approaches from three simple building blocks. Gold-catalyzed cycloisomerization of alkynol and acid-mediated spirocyclization of diketalketone were successfully utilized to effect spiroketal formation. A Cu(I)-P(Cy)3-catalyzed protocol for the highly regio- and stereocontrolled hydroboration of internal propargylic alcohol was effectively applied toward the β-hydroxy ketone via vinylboronates.

The stereoselective total synthesis of aculeatin A and B via prins cyclization

The total synthesis of aculeatins A and B is described proving the versatility of Prins cyclization in natural product synthesis. The approach is convergent and highly stereoselective. Morpholine amide coupling with an alkyne and PIFA-mediated oxidative spirocyclization were utilized as key steps. Georg Thieme Verlag Stuttgart - New York.