An unprecedented regio- and anti-stereoselective asymmetric ring opening of 1,3-cyclopentadiene-heterodienophile cycloadducts, including also 2,3-diazabicyclo[2.2.1]heptenes, with hard alkyl metals and copper-phosphoramidite catalysts, is reported. The induced ring opening, in conjunction with C-C bond formation, gives a catalytic and practical access to new hetero-functionalized cyclopentenes in an enantioenriched form (up to 86% ee).

Catalytic Asymmetric Ring Opening of 2,3-Substituted Norbornenes with Organometallic Reagents: A New Formal Aza Functionalization of Cyclopentadiene

PINESCHI, MAURO;CROTTI, PAOLO;
2005

Abstract

An unprecedented regio- and anti-stereoselective asymmetric ring opening of 1,3-cyclopentadiene-heterodienophile cycloadducts, including also 2,3-diazabicyclo[2.2.1]heptenes, with hard alkyl metals and copper-phosphoramidite catalysts, is reported. The induced ring opening, in conjunction with C-C bond formation, gives a catalytic and practical access to new hetero-functionalized cyclopentenes in an enantioenriched form (up to 86% ee).
Pineschi, Mauro; DEL MORO, F.; Crotti, Paolo; Macchia, F.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/202011
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