TY - JOUR
T1 - Catalytic asymmetric intramolecular cyclopropanation of 2-diazo-3-oxo-6-heptenoic acid esters
AU - Takeda, Hiroyuki
AU - Honma, Masahiro
AU - Ida, Ryoji
AU - Sawada, Takashi
AU - Nakada, Masahisa
PY - 2007/3/1
Y1 - 2007/3/1
N2 - This manuscript describes studies on the catalytic asymmetric intramolecular cyclopropanation (IMCP) of 2-diazo-3-oxo-6-heptenoic acid esters. The enantioselectivity depends on the bulkiness of the ester moiety, and the 2,6-di-tert-butyl-4-methylphenyl ester of 2-diazo-3-oxo-6-heptenoic acid provided the product with 78% ee, suggesting that the catalytic asymmetric IMCP of α-diazo-β-keto esters could be a key reaction for the enantioselective synthesis of natural products as well as artificial molecules.
AB - This manuscript describes studies on the catalytic asymmetric intramolecular cyclopropanation (IMCP) of 2-diazo-3-oxo-6-heptenoic acid esters. The enantioselectivity depends on the bulkiness of the ester moiety, and the 2,6-di-tert-butyl-4-methylphenyl ester of 2-diazo-3-oxo-6-heptenoic acid provided the product with 78% ee, suggesting that the catalytic asymmetric IMCP of α-diazo-β-keto esters could be a key reaction for the enantioselective synthesis of natural products as well as artificial molecules.
KW - Asymmetric catalysis
KW - Cyclopropanation
KW - Enantioselectivity
KW - Intramolecular reaction
KW - α-diazo-β-keto ester
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U2 - 10.1055/s-2007-967964
DO - 10.1055/s-2007-967964
M3 - Article
AN - SCOPUS:33947200459
SN - 0936-5214
SP - 579
EP - 582
JO - Synlett
JF - Synlett
IS - 4
ER -