title: A straightforward stereoselective synthesis of meso-, (S,S)- and (R,R)-2,6-diaminopimelic acids from cis-1,4-diacetoxycyclohept-2-ene.
abstract: A straightforward synthesis of meso-2,6-diaminopimelic acid (DAP) meso-1 was developed from 1,4-diacetoxycyclohept-2-ene (2) via an oxidative ring cleavage. Subsequently, an enantio-divergent synthesis of (S,S)- and (R,R)-1 was performed using a homochiral monoacetate 7 available from 2 by enzymatic desymmetrization.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tohoku Pharmaceutical University, Sendai 981-8558, Japan.
authors.forename: Yukako
authors.initials: Y
authors.lastname: Saito
authors.forename: Takumi
authors.initials: T
authors.lastname: Shinkai
authors.forename: Yuichi
authors.initials: Y
authors.lastname: Yoshimura
authors.forename: Hiroki
authors.initials: H
authors.lastname: Takahata
mesh_terms: D003508:Cycloheptanes / Q000737:chemistry*; D003960:Diaminopimelic Acid / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D013237:Stereoisomerism