title: Transition States of Vicinal Diamine-Catalyzed Aldol Reactions.
abstract: The transition states of aldol reactions catalyzed by vicinal diamines are characterized with density functional calculations. It was found that a cyclic transition state involving a nine-membered hydrogen-bonded ring is preferred. The crown (chair-chair) conformations of the transition state account for the observed stereoselectivity of these reactions.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Los Angeles , 607 Charles E. Young Drive East, Los Angeles, California 90095-1569, United States.
authors.forename: Adam
authors.initials: A
authors.lastname: Simon
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Los Angeles , 607 Charles E. Young Drive East, Los Angeles, California 90095-1569, United States.
authors.forename: Yu-Hong
authors.initials: YH
authors.lastname: Lam
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Los Angeles , 607 Charles E. Young Drive East, Los Angeles, California 90095-1569, United States.
authors.forename: K N
authors.initials: KN
authors.lastname: Houk
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D003959:Diamines / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular
chemical_list: D000447:Aldehydes; D003959:Diamines; C116609:3-hydroxybutanal