title: Enantioselective [3 + 2] cycloaddition of allenes to acrylates catalyzed by dipeptide-derived phosphines: facile creation of functionalized cyclopentenes containing quaternary stereogenic centers.
abstract: A new family of dipeptide-based chiral phosphines was designed and prepared. D-Thr-L-tert-Leu-derived catalyst 4c promoted [3 + 2] cycloaddition of allenoates to α-substituted acrylates in a regiospecific and stereoselective manner, furnishing functionalized cyclopentenes with quaternary stereogenic centers in high yields and with excellent enantioselectivities.
authors.affiliation: Department of Chemistry and Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Republic of Singapore 117543.
authors.forename: Xiaoyu
authors.initials: X
authors.lastname: Han
authors.forename: Youqing
authors.initials: Y
authors.lastname: Wang
authors.forename: Fangrui
authors.initials: F
authors.lastname: Zhong
authors.forename: Yixin
authors.initials: Y
authors.lastname: Lu
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D000466:Alkadienes / Q000737:chemistry*; D002384:Catalysis; D003517:Cyclopentanes / Q000737:chemistry*; D004151:Dipeptides / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000179:Acrylates; D000466:Alkadienes; D003517:Cyclopentanes; D004151:Dipeptides; D010720:Phosphines