Acrolein diethyl acetal, 96%, Thermo Scientific Chemicals

General References:

1. Gianfranco Battistuzzi; Sandro Cacchi and Giancarlo Fabrizi. An Efficient Palladium-Catalyzed Synthesis of Cinnamaldehydes from Acrolein Diethyl Acetal and Aryl Iodides and Bromides. Org. Lett. 2003, 5 (5), 777-780.
2. Carmen Nájera; Luis Botella. Chemoselective Heck arylation of acrolein diethyl acetal catalyzed by an oxime-derived palladacycle. Tetrahedron. 2005, 61 (41), 9688-9695.
3. Protected acrolein equivalent. Reacts with Grignard reagents (CuBr catalysis) to give predominantly (Z)-enol ethers which can be hydrolyzed to 3-substituted propionaldehydes: Tetrahedron Lett., 3833 (1975). The (E)-enol ether is formed selectively with a Ni(II)-phosphine catalyst: Chem. Lett., 351 (1985).
4. Heck coupling (see Palladium(II) acetate, 10516) occurs with aryl or vinyl bromides in the presence of morpholine or piperidine: J. Org. Chem., 46, 1061 (1981); J. Chem. Soc., Perkin 1, 2597 (1987):
5. In the presence of acid, generates the ethoxyallyl cation which is a powerful dienophile, undergoing Diels-Alder reactions at low temperatures: J. Am. Chem. Soc., 109, 2182 (1987).