33956-50-2

Upstream product

• 107735-59-1 (E)-8-Benzenesulfonyl-dodec-10-en-1-ol 
• 1224438-09-8 1,4E-hexadien-3-yl isobutyrate 
• 1224438-08-7 C₆H₁₂ClO^(1-)*Cl^(1-)*Mg⁽²⁺⁾ 
• 37935-49-2 12-THPO-dodeca-2E,4-diene 

Downstream Products

• 33956-49-9 (8E,10E)-dodeca-8,10-dienol 

Relevant academic research and scientific papers

Production of pheromones and fragrances from substituted and unsubstituted 1-alken-3yl alkylates

Compounds of the formula (I) wherein R2 is a branched or unbranched, saturated or ethylenically mono or di unsaturated aliphatic radical, Z is —CH2OH, —CH2OAc or —CHO, m is a whole positive integer of one or more, and Ac is an acetyl group are synthesized by a process wherein a 1-alken-3-yl alkylate, is reacted with a halo alkanol Grignard reagent.

A NEW SYNTHESIS OF THE PHEROMONE OF THE CODLING MOTH - DODECA-8E,10E-DIEN-1-OL - VIA AN ENYNIC INTERMEDIATE

A new method has been developed for the synthesis of the main component of the pheromone of the codling moth - dodeca-8E,10E-dien-1-ol - using in the key stages Wittig reactions and the trans-hydride reduction of the triple bond of an intermediate enynol.

SYNTHESIS WITH SULFONES XLIV. STEREOSELECTIVE PREPARATION OF EE 1,3-DIENES BY ELIMINATION OF BENZENESULFINIC ACID FROM E HOMOALLYLIC SULFONES.

The preparation of pure E and Z homoallylic 1,1-disulfones followed by the stereoselective reduction of one sulfonyl moiety afforded pure E and Z homoallylic sulfones respectively.Basic elimination with tBuOK in THF gave the corresponding 1,3-dienes in good yield.This reaction, highly stereoselective in the case of E homoallylic sulfones, has been used in the synthesis of (8E,10E) 8,10-dodecadienol, 10 and (9E)9,11-dodecadienol, 15, insect pheromone components.

Systematic Syntheses and Charactarization of Dodecadien-1-ols with Conjugated Double Bond, Lepidopterous Sex Pheromones

Four geometrical isomers of 5,7-, 6,8-, 7,9- and 8,10-dodecadein-1-ols were systematically synthesized by two routes.One involved the Wittig reaction between (E)-2-alkenal and a phosphorane with an appropriate carbon chain, and yielded a mixture of (E,Z)- and (E,E)-isomers in a ratio of ca. 3:2.The other route comprised of the Wittig reaction of a 2-alkynal and the stereoselective reduction of the triple bond to a (Z)-double bond via hydroboration with dicyclohexylborane to give a mixture of (Z,Z)- and (Z,E)-isomers in a ratio of 6:1 10:1.Both the mixtures were separately chromatographed on a silica gel column impregnated with silver nitrate to give four geometrically pure isomers.With 9,11-diene they were analysed by GC on a capillary column, HPLC, silver nitrate impregnated TLC, and 13C NMR.