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ChemicalBook CAS DataBase List (E,Z,Z)-trideca-2,4,7-trienal
13552-96-0

(E,Z,Z)-trideca-2,4,7-trienal synthesis

6synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 4 steps
1.1: KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C
1.2: 90 percent / tetrahydrofuran; toluene / 2.25 h / -78 - 0 °C
2.1: 92 percent / aq. AcOH / 20 h / 20 °C
3.1: NaIO4; SiO2 / CH2Cl2; H2O / 0.5 h / 20 °C
3.2: KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C
3.3: 50 percent / tetrahydrofuran; toluene; CH2Cl2 / 4 h / 20 °C
4.1: 88 percent / Dess-Martin periodinane / CH2Cl2 / 30 h / 20 °C

References:

Taber, Douglass F.;Xu, Ming;Hartnett, John C. [Journal of the American Chemical Society,2002,vol. 124,# 44,p. 13121 - 13126]