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Tetrahedron

C3-homologation. Synthesis of C19-skipped polyenic pheromones.

J Viala, P Munier, M Santelli

文献索引：Viala; Munier; Santelli Tetrahedron, 1991 , vol. 47, # 20-21 p. 3347 - 3352

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被引用次数: 11

摘要

Total synthesis of three sex pheromone components including an all-cis diene or triene unit are described. Starting from decanal, cis-Wittig reactions, by using C3 homologating agent 4 and convenient phosphonium salts, allowed us to built up all-cis skipped polyenic skeleton

hexadeca-3,6-dien-1-ol结构式

hexadeca-3,6-di...

~95%

1-bromohexadeca-3,6-diene结构式

1-bromohexadeca...

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癸醛结构式

~%

1-bromohexadeca-3,6-diene结构式

1-bromohexadeca...

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(3Z,6Z)-hexadeca-3,6-dienal结构式

(3Z,6Z)-hexadec...

~%

1-bromohexadeca-3,6-diene结构式

1-bromohexadeca...

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pivotal aldehyde结构式

pivotal aldehyde

~%

1-bromohexadeca-3,6-diene结构式

1-bromohexadeca...

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(Z)-3-tridecenal diisopropyl acetal结构式

(Z)-3-tridecena...

~%

1-bromohexadeca-3,6-diene结构式

1-bromohexadeca...

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(Z,Z)-3,6-hexadecadienal diisopropyl acetal结构式

(Z,Z)-3,6-hexad...

~%

1-bromohexadeca-3,6-diene结构式

1-bromohexadeca...

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2(3H)-Furanone, dihydro-3-(1-oxopropyl)结构式

2(3H)-Furanone,...

~98%

6-bromohexan-3-one结构式

6-bromohexan-3-one

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癸醛结构式

~%

(3Z,6Z,9Z)-nonadeca-1,3,6,9-tetraene结构式

(3Z,6Z,9Z)-nona...

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(3Z,6Z)-hexadeca-3,6-dienal结构式

(3Z,6Z)-hexadec...

~%

(3Z,6Z,9Z)-nonadeca-1,3,6,9-tetraene结构式

(3Z,6Z,9Z)-nona...

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pivotal aldehyde结构式

pivotal aldehyde

~%

(3Z,6Z,9Z)-nonadeca-1,3,6,9-tetraene结构式

(3Z,6Z,9Z)-nona...

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(Z)-3-tridecenal diisopropyl acetal结构式

(Z)-3-tridecena...

~%

(3Z,6Z,9Z)-nonadeca-1,3,6,9-tetraene结构式

(3Z,6Z,9Z)-nona...

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(Z,Z)-3,6-hexadecadienal diisopropyl acetal结构式

(Z,Z)-3,6-hexad...

~%

(3Z,6Z,9Z)-nonadeca-1,3,6,9-tetraene结构式

(3Z,6Z,9Z)-nona...

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癸醛结构式

~%

hexadeca-3,6-dien-1-ol结构式

hexadeca-3,6-di...

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pivotal aldehyde结构式

pivotal aldehyde

~%

hexadeca-3,6-dien-1-ol结构式

hexadeca-3,6-di...

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(Z)-3-tridecenal diisopropyl acetal结构式

(Z)-3-tridecena...

~%

hexadeca-3,6-dien-1-ol结构式

hexadeca-3,6-di...

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(Z,Z)-3,6-hexadecadienal diisopropyl acetal结构式

(Z,Z)-3,6-hexad...

~%

hexadeca-3,6-dien-1-ol结构式

hexadeca-3,6-di...

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(3Z,6Z)-hexadeca-3,6-dienal结构式

(3Z,6Z)-hexadec...

~%

hexadeca-3,6-dien-1-ol结构式

hexadeca-3,6-di...

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Pheromone, 57. Synthese Methylen??unterbrochener Lepidoptere...

[Bestmann, Hans Juergen; Roth, Kurt; Michaelis, Karl; Vostrowsky, Otto; Schaefer, Hans J.; Michaelis, Ralf Liebigs Annalen der Chemie, 1987 , p. 417 - 422]

Pheromone, 57. Synthese Methylen??unterbrochener Lepidoptere...

[Bestmann, Hans Juergen; Roth, Kurt; Michaelis, Karl; Vostrowsky, Otto; Schaefer, Hans J.; Michaelis, Ralf Liebigs Annalen der Chemie, 1987 , p. 417 - 422]

Pheromone, 57. Synthese Methylen??unterbrochener Lepidoptere...

[Bestmann, Hans Juergen; Roth, Kurt; Michaelis, Karl; Vostrowsky, Otto; Schaefer, Hans J.; Michaelis, Ralf Liebigs Annalen der Chemie, 1987 , p. 417 - 422]

(Z, Z)-6, 9-nonadecadien-3-one and (Z, Z, Z)-3, 6, 9-nonadec...

[Buser, H. R.; Guerin, P. M.; Toth, M.; Szoecs, G.; Schmid, A.; et al. Tetrahedron Letters, 1985 , vol. 26, # 4 p. 403 - 406]

(Z, Z)-6, 9-nonadecadien-3-one and (Z, Z, Z)-3, 6, 9-nonadec...

[Buser, H. R.; Guerin, P. M.; Toth, M.; Szoecs, G.; Schmid, A.; et al. Tetrahedron Letters, 1985 , vol. 26, # 4 p. 403 - 406]