TY - JOUR
T1 - α-diazoacetates as carbene precursors
T2 - Metallosalen-catalyzed asymmetric cyclopropanation
AU - Uchida, Tatsuya
AU - Katsuki, Tsutomu
PY - 2006/5/15
Y1 - 2006/5/15
N2 - Readily available α-diazo compounds have been shown to be efficient carbene precursors for asymmetric cyclopropanation using ruthenium(NO)-salen and cobalt-salen complexes, as catalysts. The stereoselectivity of the cyclopropanation depends on the metal ion, its valency, the structural and electronic nature of the salen ligand, and the apical ligand of the salen complex used. Both trans- and cis-selective asymmetric intermolecular cyclopropanation can be realized under mild conditions by using a suitable metallosalen complex. Furthermore, a wide range of alkenyl α-diazoacetates and the related alkenyl diazomethyl ketones undergo intramolecular cyclopropanation in a highly enantioselective manner by using various metallosalen complexes, easily prepared in a modular fashion, as catalyst.
AB - Readily available α-diazo compounds have been shown to be efficient carbene precursors for asymmetric cyclopropanation using ruthenium(NO)-salen and cobalt-salen complexes, as catalysts. The stereoselectivity of the cyclopropanation depends on the metal ion, its valency, the structural and electronic nature of the salen ligand, and the apical ligand of the salen complex used. Both trans- and cis-selective asymmetric intermolecular cyclopropanation can be realized under mild conditions by using a suitable metallosalen complex. Furthermore, a wide range of alkenyl α-diazoacetates and the related alkenyl diazomethyl ketones undergo intramolecular cyclopropanation in a highly enantioselective manner by using various metallosalen complexes, easily prepared in a modular fashion, as catalyst.
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U2 - 10.1055/s-2006-926448
DO - 10.1055/s-2006-926448
M3 - Article
AN - SCOPUS:33744459516
SP - 1715
EP - 1723
JO - Synthesis
JF - Synthesis
SN - 0039-7881
IS - 10
ER -