178809-11-5

Upstream product

• 130858-80-9 (3R,5R,7R,9R)-3,5,7-trimethyl-1,9-decanediol 
• 98-59-9 p-toluenesulfonyl chloride 
• 130858-78-5 (3R,5S,7R,9S)-1-hydroxy-3,5,7,9-tetramethyl-2-oxabicyclo<4.4.0>decane 
• 130858-79-6 (3S,5S,7R,9R)-3,5,7,9-tetramethylnonanolide 
• 130858-72-9 (3S,5R,7S,9R)-6-iodo-3,5,7,9-tetramethylnonanolide 
• 105661-80-1 (2R,4R)-4-((3R,5S)-3,5-Dimethyl-cyclohex-1-enyloxy)-pentan-2-ol 
• 118072-07-4 1-hydroxy-16-oxabicyclo<10.4.0>octadecane 
• 1553-03-3 1,5-dioxaspiro<5.11>heptadecane 
• 130858-87-6 3-[((E)-Cyclododec-1-enyl)oxy]-propan-1-ol 
• 118072-05-2 12-iodopentadecan-15-olide 

Relevant academic research and scientific papers

Stereospecific annulation of hydroxy vinyl ethers. Synthetic application to polyfunctionalized cyclic compounds

Stereospecific annulation of hydroxy vinyl ethers in the presence of triflic anhydride and tertiary amines and its synthetic application are described. Each 1-hydroxy-2-oxabicyclo(n.4.0)alkane, 2-oxabicyclo(n.4.0)alk-1(6)-ene and 2-oxabicyclo(n.4.0)alk-1(6+n)-ene is stereoselectivity synthesized from the same hydroxy vinyl ether depending on the choice of the reaction conditions (temperature, solvent and tertiary amine). These compounds lead to polyfunctionalized cyclic compounds and some natural product. We propose that this annulation reaction proceeds through a pure S(N)2-like mechanism.

Stereospecific Cyclization of Vinyl Ether Alcohols. Facile Synthesis of (-)-Lardolure

An efficient and stereospecific ring formation from unsaturated alcohols, which in turn are prepared by regio- and stereospecific ring opening of acetals, is described.