Asymmetric aza-Henry reaction with α-substituted nitroacetates catalyzed by a bifunctional thiourea-guanidine catalyst

The asymmetric aza-Henry reaction of α-substituted nitroacetates and N-Boc imines was achieved with a new-type thioureaguanidine bifunctional organocatalyst.The novel transformations exhibited high diastereoselectivities,and the adducts bearing adjacent quaternary and tertiary chiral centers were ge...

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Veröffentlicht in:Chinese chemical letters 2011-08, Vol.22 (8), p.923-926
Hauptverfasser: Han, Bo, Huang, Wei, Xu, Zhen Rui, Dong, Xiao Ping
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Sprache:eng
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Zusammenfassung:The asymmetric aza-Henry reaction of α-substituted nitroacetates and N-Boc imines was achieved with a new-type thioureaguanidine bifunctional organocatalyst.The novel transformations exhibited high diastereoselectivities,and the adducts bearing adjacent quaternary and tertiary chiral centers were generally obtained in moderate to good enantioselectivities(up to 88%ee).
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2011.01.038