1309803-79-9

Upstream product

• 116757-62-1 (R)-3-O-benzyl-1,3-butanediol 
• 181265-66-7 methyl (2E,5R)-3-(benzyloxy)hex-2-enoate 
• 171087-09-5 (2E,5R)-5-benzyloxy-2-hexen-1-ol 
• 108-24-7 acetic anhydride 
• 1309803-76-6 S-[(3RS,5R)-5-benzyloxyhex-1-en-3-yl] S'-methyl dithiocarbonate 
• 1309803-75-5 O-[(R)-5-benzyloxyhex-2-en-1-yl] S-methyldithiocarbonate 

Relevant academic research and scientific papers

Effective 1,5-, 1,6- and 1,7-remote stereocontrol in reactions of alkoxy- and hydroxy-substituted allylstannanes with aldehydes

Alk-2-enylstannanes with 4-, 5- and 6-alkoxy- or -hydroxy-substituents are transmetallated stereoselectively with tin(iv) halides to generate allyltin trihalides which react with aldehydes to give (Z)-alk-3-enols with useful levels of 1,5-, 1,6- and 1,7-stereocontrol. Alk-2-enylstannanes with a stereogenic centre bearing a hydroxy or alkoxy group at the 4-, 5- or 6-position, react with overall (Z)-1,5-, 1,6- and 1,7-syn-stereoselectivity with respect to the hydroxy and alkoxy substituents. The analogous reactions of alkoxy- and -hydroxyalk-2-enylstannanes with a methyl bearing stereogenic centre at the 4- or 5-position react with overall (Z)-1,5- and 1,6-anti-stereoselectivity with respect to the hydroxy and methyl substituents.