title: Concise total synthesis and stereochemical revision of (+)-naseseazines A and B: regioselective arylative dimerization of diketopiperazine alkaloids.
abstract: Concise and enantioselective total syntheses of (+)-naseseazines A and B are described. Our regioselective and directed dimerization of diketopiperazines provides their critical C3-C(sp(2)) linkages, an assembly with plausible biogenetic relevance. We revise the absolute stereochemistry of (+)-naseseazines A and B.
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.
authors.forename: Justin
authors.initials: J
authors.lastname: Kim
authors.forename: Mohammad
authors.initials: M
authors.lastname: Movassaghi
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D054659:Diketopiperazines / Q000138:chemical synthesis / Q000737:chemistry*; D019281:Dimerization; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D054659:Diketopiperazines; C543447:naseseazine A; C543448:naseseazine B