title: Amino acid salts catalyzed asymmetric aldol reaction of tryptanthrin: a straightforward synthesis of phaitanthrin A and its derivatives.
abstract: The first asymmetric synthesis of (S)-Phaitanthrin A and its derivatives via a catalytic aldol reaction of Tryptanthrin and ketones is described, in which the cheap, easily prepared natural amino acid salts exhibited unique catalytic ability; importantly, this methodology tolerates a range of substrates with different substitution patterns. Moreover, the synthetic utility of this strategy was further illustrated by a gram-scale synthesis of Phaitanthrin A.
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University , Wenzhou, Zhejiang Province 325035, People's Republic of China.
authors.forename: Guowei
authors.initials: G
authors.lastname: Kang
authors.forename: Zhenli
authors.initials: Z
authors.lastname: Luo
authors.forename: Chongxing
authors.initials: C
authors.lastname: Liu
authors.forename: Hang
authors.initials: H
authors.lastname: Gao
authors.forename: Quanquan
authors.initials: Q
authors.lastname: Wu
authors.forename: Huayue
authors.initials: H
authors.lastname: Wu
authors.forename: Jun
authors.initials: J
authors.lastname: Jiang
mesh_terms: D000447:Aldehydes; D000596:Amino Acids / Q000737:chemistry; D002384:Catalysis; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry; D011799:Quinazolines / Q000737:chemistry*; D012492:Salts / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000596:Amino Acids; D006576:Heterocyclic Compounds, 4 or More Rings; D011799:Quinazolines; D012492:Salts; C586603:phaitanthrin A; C046243:tryptanthrine; C116609:3-hydroxybutanal