129752-93-8

Upstream product

• 96883-16-8 (R)-1,2-dihydroxytridecane 
• 98-59-9 p-toluenesulfonyl chloride 
• 33968-46-6 (S)-1,2-dihydroxytridecane 
• 112-29-8 1-bromo dodecane 
• 65184-36-3 (2S)-1,2-(isopropylidenedioxy)-tridecane 
• 10486-19-8 tridecanal 
• 129779-37-9 (R)-1,2-diacetoxytridecane 

Downstream Products

• 1713-31-1 (S)-(-)-1,2-epoxytridecane 
• 1713-31-1 (R)-(+)-1,2-epoxytridecane 

Relevant academic research and scientific papers

Asymmetric routes to pentadec-1-en-4-ol: Application to the syntheses of aculeatins F and epi-F, (R)- and (S)-5-hexadecanolide and a formal synthesis of solenopsin

A short and simple route to the synthesis of pentadec-1-en-4-ol, an important synthetic building block for the aculeatins F and epi-F, insect pheromone 5-hexadecanolide, solenopsin and various other natural products has been developed via proline-catalyze

Asymmetric synthesis of 5-hexadecanolide, pheromone of the queen of the Oriental hornet, Vespa orientalis

An efficient asymmetric synthesis of 5-hexadecanolide from a chiral epoxide is described. Both the enantiomeric forms of the chiral epoxide are easily available from mannitol and ascorbic acid. The key step in the synthesis is the formation of δ-lactone from δ-hydroxy acetal using m-CPBA and BF3-OEt2.

Chemoselective reduction of 2,3-epoxy tosylates with DIBAL-H as a general route to enantiomerically-enriched 1-tosyloxy-2-alkanols

2,3-Epoxy tosylates may be reduced with DIBAL-H in CH2Cl2 or ether at -40°C to 1-tosyloxy-2-alkanols in high (94-98%) yields.

A simple synthesis of the queen substance of oriental hornet, Vespa orientalis from (R)-2,3-O-isopropylideneglycerol

(R)- and (S)-5-Hexadecanolides I have been synthesized in high optical purity using (R)-2,3-O-isopropylideneglycerol 1 as the chiral source.Stereoisomerization of 1,2-diol 3, Grignard coupling, regioselective Grignard reaction and oxidative cleavage of olefin are some of the key steps involved in it.