- 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.
- -
-
Page/Page column 6
(2010/05/13)
-
- 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.
- Khrimyan, A. P.,Makaryan, G. M.,Ovanisyan, A. L.,Wimmer, Z.,Romanyuk, M.,et al.
-
p. 103 - 108
(2007/10/02)
-
- 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.
- Penhoat, C. Herve Du,Julia, M.
-
p. 4807 - 4816
(2007/10/02)
-
- 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.
- Ando, Tetsu,Kurotsu, Yuichi,Kaiva, Mieko,Uchiyama, Masaaki
-
p. 141 - 148
(2007/10/02)
-