- The use of phosphine ligands to control the regiochemistry of Pd-catalyzed hydrostannations of 1-alkynes: Synthesis of (E)-1 -tributylstannyl-1 -alkenes
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The regiochemistry of palladium-catalyzed hydrostannations of terminal alkynes is dramatically influenced by ligand effects. Use of phosphines such as Cy3P, t-Bu2PCH2t-Bu, and t-Bu3P provides (E)-1-tributylstannyl-1-alkenes with regioselectivities up to >99:3P shows much lower regioselectivities.
- Darwish, Alla,Lang, Adam,Kim, Thomas,Chong, J.Michael
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supporting information; experimental part
p. 861 - 864
(2009/04/07)
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- PREPARATION OF 1,3-DIENES, ITS APPLICATION TO THE SYNTHESIS OF (Z,E)-9,11-TETRADECADIENYL ACETATE AND (E,E)-10,12-HEXADECADIENAL: SEX PHEROMONES OF COTTON PESTS
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E-2-Penten-4-yn-1-ol (3) has been utilized as a source for 1,3-diene systems by employing lithium amide induced alkylation, and curpous iodide catalysed Grignard coupling reaction as key steps.Its application for the synthesis of (Z,E)-9,11-tetradecadienyl acetate and (E,E)-10,12-hexadecadienal is described.
- Yadav, J S,Deshpande, Prasad K,Reddy, E Rajarathnam
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p. 125 - 134
(2007/10/02)
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- Synthesis of (E,E)-10,12-hexadecadienal and (Z)-11-octadecenal
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Two economically important insect pheromones, viz. (E,E)-10,12-hexadecadien-1-al (1) and (Z)-11-octadecenal (2) of cotton pests have been synthesised from cheap and readily available materials utilising in situ alkylation of dianion of 4-pentyn-1-ol obtainable easily by lithium amide induced opening of tetrahydrofurfuryl chloride in liquid ammonia.
- Yadav, J. S.,Balakrishnan, Kamalam,Sivadasan, Latha
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p. 297 - 302
(2007/10/02)
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- Simple, Stereospecific Syntheses of Some Insect Pheromones using the -Fe(CO)3 Protecting Group
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(Diene)Fe(CO)3 complexes have been used for totally stereospecific syntheses of insect pheromones having (E)- and (E,E)-1,3-diene skeletons.
- Knox, Graham R.,Thom, Ian G.
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p. 373 - 374
(2007/10/02)
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