Download PDF
Synfacts 2010(11): 1292-1292  
DOI: 10.1055/s-0030-1258722
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

N-Allylidene-1,1-diphenylethanamine as Acrolein Synthon

Contributor(s): Paul Knochel, Thomas Kunz
M. Shimizu*, M. Kawanishi, I. Mizota, I. Hachiya
Mie University, Tsu, Japan
Further Information

Publication History

Publication Date:
21 October 2010 (online)

    Permissions and Reprints

Significance

A synthetic pathway leading to δ-hydroxy esters in good yields is reported. N-Allylidene-1,1-diphenylethanamine is used as an acrolein equivalent which reacted with ketene silyl acetals and 2-allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in subsequent 1,4- and 1,2-double nucleophilic additions.