147973-79-3

Upstream product

• 147973-76-0 (3S,7R,5Z)-7-benzyloxy-2-methylundeca-5,10-dien-3-ol 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 133494-68-5 (R)-1,2-dihydroxy-5-hexene 
• 83861-87-4 (2R)-2-(benzyloxy)-5-hexen-1-ol 
• 147973-69-1 (R)-2-benzyloxyhex-5-enal 
• 147973-72-6 S-methyl O-(4R,2E)-4-benzyloxyocta-2,7-dien-1-yl dithiocarbonate 

Downstream Products

• 147973-76-0 (3S,7R,5Z)-7-benzyloxy-2-methylundeca-5,10-dien-3-ol 
• 147973-80-6 (5R,9S,6Z)-5,9-dibenzyloxy-10-methylundeca-1,6-diene 
• 147973-82-8 (5R,9S,6Z)-5,9-dibenzyloxy-10-methylundec-6-enal 
• 147973-81-7 (5R,9S,6Z)-5,9-dibenzyloxy-10-methylundec-6-en-1-ol 
• 147973-84-0 (2S,10R,14S,3Z,11Z)-15-methyl-2,10,14-tribenzyloxyhexadeca-3,11-dien-6-one 
• 147973-87-3 (5R,13R,17S,6Z,14Z)-18-methyl-5,13,17-tribenzyloxynonadeca-1,6,14-trien-9-one 
• 147973-88-4 (5R,9R,13R,17S,6Z,14Z)-18-methyl-5,9,13,17-tetrabenzyloxynonadeca-6,14-dienal 
• 147973-83-9 (2S,6S,10R,14S,3Z,11Z)-15-methyl-2,10,14-tribenzyloxyhexadeca-3,11-dien-6-ol 
• 147973-86-2 (5R,9R,13R,17S,6Z,14Z)-18-methyl-5,13,17-tribenzyloxynonadeca-1,6,14-trien-9-ol 

Relevant academic research and scientific papers

Stereoselective Synthesis of Aliphatic 1,5,9,13-Polyols using (δ-Alkoxyallyl)stannanes

Treatment of aliphatic aldehydes with the allyltin trichloride generated from the 4-benzyloxyocta-2,7-dienylstannane 18 and tin(IV)chloride provides stereoselective access to polyhydroxylated compounds with the hydroxyl groups at positions 1,5,9,13- etc.

Applications of remote stereocontrol using allylstannanes: An approach to the stereoselective synthesis of aliphatic polyols

(4R,2E)-4-Benzyloxy-octa-2,7-dienyl(tributyl)stannane was transmetalated by tin(IV) chloride to generate an allyltin trichloride, which reacted with aldehydes to give (3Z)-1,5-syn-5-benzyloxynona-3,8-dien-1-ols with useful 1,5-stereocontrol. O-Benzylation, hydroboration and oxidation of the terminal double-bond of the product from 2-methylpropanal gave (5R,9S,6Z)-5,9- dibenzyloxy-10-methylundec-6-enal. Further reactions with 4-alkoxyalk-2- enylstannanes proceeded with useful 1,5-stereocontrol to give open-chain products with hydroxy or benzyloxy substituents stereoselectively disposed at remote positions along the chain.