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Benzopyran derivativesR 0350 DOI: 10.1002/chin.201038150
Organocatalytic Asymmetric Intramolecular [3 + 2] Cycloaddition: A Straight-forward Approach to Access Multiply Substituted Hexahydrochrome-no[4,3-b]pyrrolidine Derivatives in High Optical Purity. — A chiral dinaphthyl--BINOL-derived phosphoric acid (NABIP) efficiently catalyzes the asymmetric intra-molecular cycloaddition of formylphenoxybutenoates (I) and (IV) in the presence of α-amino-α-aryl esters (II). The reaction provides access towards poly-functionalized hexahydrochromenopyrrolidines in good yields and moderate to good stereoselectivi-ties (up to 98% d.e. and 94% e.e.). — (LI, N.; SONG, J.; TU, X.-F.; LIU, B.; CHEN, X.-H.; GONG*, L.-Z.; Org. Biomol. Chem. 8 (2010) 9, 2016-2019, DOI:10.1039/c002369h ; Chengdu Inst. Org. Chem., Acad. Sin., Chengdu 610041, Sichuan, Peop. Rep. China; Eng.) — Mischke
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ChemInform 2010, 41, issue 38 © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim