SEQUENTIALLY RHODIUM-CATALYZED ENANTIOSELECTIVE CYCLOISOMERIZATION–HYDROGENATION SYNTHESES OF ALKYLIDENE BUTYROLACTONE β-HYDROXYETHANES AND ALKYLIDENE TETRAHYDROFURAN β-AMINOETHANES

Nadine Muschelknautz; Frank Rominger; Thomas J. J. Müller

doi:10.1007/4484

SEQUENTIALLY RHODIUM-CATALYZED ENANTIOSELECTIVE CYCLOISOMERIZATION–HYDROGENATION SYNTHESES OF ALKYLIDENE BUTYROLACTONE β-HYDROXYETHANES AND ALKYLIDENE TETRAHYDROFURAN β-AMINOETHANES

Nadine Muschelknautz, Frank Rominger, Thomas J. J. Müller

Abstract

The enantioselective Rh-catalyzed Alder-ene cycloisomerization of ester- and ether-tethered alkyne allyl alcohols is an excellent entry to subsequent Rh-catalyzed one-pot hydrogenations in the sense of sequentially Rh-catalyzed processes to chiral alkylidene butyrolactone β-hydroxyethanes and alkylidene tetrahydrofuran β-aminoethanes, respectively, with excellent levels of enantioselectivity.

Keywords

furanones; rhodium; tetrahydrofurans; asymmetric catalysis; cycloisomerization; homogeneous catalysis; hydrogenation; one-pot reactions; sequential catalysis

Full Text: PDF Open Access

Supplementary File(s): None

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv

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