78087-36-2

Upstream product

• 76946-39-9 1,5,5-trimethyl-4-oxabicyclo[4.2.0]-octan-3,7-dione 
• 87408-34-2 6-isopropylidene-1,4,4-trimethylbicyclo<3.2.0.>heptan-3-one 
• 87408-35-3 2,2,3',3',6-pentamethyl-3-oxaspirooctane-8,2'-oxiran>-4-one 
• 92958-27-5 (1S*,6R*,8S*)-(+/-)-2,2,6-trimethyl-3-oxabicyclo<4.2.0>octan-8-ol 
• 92958-26-4 7,7-dichloro-2,2,6-trimethyl-3-oxabicyclo<4.2.0>octan-8-one 
• 87408-32-0 C₁₁H₁₆O₃ 
• 87408-35-3 C₁₃H₂₀O₃ 
• 2381-87-5 4-methyl-5,6-dihydro-2H-pyran-2-one 
• 463-49-0 1,2-propanediene 
• 917-54-4 methyllithium 
• 73671-78-0 (+/-)-1,5,5-trimethyl-4-oxabicyclo<4.2.0>octane-3,7-dione 
• 82268-30-2 2,2,6-trimethyl-3-oxa-cis-bicyclo<4.2.0>octan-4,7-dione 
• 674-26-0 mevalonolactone 

Relevant academic research and scientific papers

SYNTHESIS OF (+/-) LINEATIN, AN AGGREGATION PHEROMONE COMPONENT OF TRYPODENDRON LINEATUM

An efficient six-step synthesis of racemic lineatin (1) is described.The key reaction is a thermal intramolecular ene-allene cyclization.

Improvement of a Lineatin Synthesis

An improvement of the Skatteboel synthesis of the aggregation pheromone of the ambrosia beetle, Trypodendron lineatum (L), has been accomplished by oxidative cleavage of a glycolic key intermediate.

Production method of an insect pheromone

A process for producing 3,3,7-trimethyl-2,9-dioxatricyclo[3.3.1.04,7 ]nonane useful as an insect pheromone and having the formula, STR1 which comprises reducing 1,5,5-trimethyl-7-endo-tert-butyldimethylsilyloxy-4-oxabicyclo[4.2.0]octan-3-one with diisobutylaluminum hydride, and treating with an acid, after desilylation.

Synthesis of (+/-)-lineatin by the photochemical cycloaddition of allene to anhydromevalonolactone

(+/-)-Lineatin (1), the aggregation pheromone of an ambrosia beetle, was synthesized in five steps from anhydromevalonolactone (5) in 10percent overall yield.The key step in the synthesis was a photochemical cycloaddition of 5 and allene.This photolysis produced two regioisomers (ca. 3:2) and efforts to improve the regioselectivity by varying the photolysis conditions or substituents on the allene were unsuccessful.