Enantioselective direct aldol-Tishchenko reaction: access to chiral stereopentads.
[reaction: see text] The aldol-Tishchenko reaction of aromatic aldehydes in the presence of titanium(IV) tertbutoxide and amino alcohols is described. When used with cinchona alkaloids, stereopentads were isolated for the first time with a high degree of diastereo- and enantioselectivity.
Rohr
Kerstin
K
Humboldt-Universität zu Berlin, Chemisches Institut, Brook-Taylor Str. 2, 12489 Berlin, Germany.
Herre
Robert
R
Mahrwald
Rainer
R
D000447:Aldehydes / Q000737:chemistry*; D000470:Alkaloids / Q000737:chemistry; D000605:Amino Alcohols / Q000737:chemistry; D008958:Models, Molecular; D010420:Pentanes / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D000470:Alkaloids; D000605:Amino Alcohols; D010420:Pentanes; C033353:pentane; C116609:3-hydroxybutanal