1823-52-5Relevant articles and documents
Synthesis of β-lactones: A highly active and selective catalyst for epoxide carbonylation
Getzler, Yutan D. Y. L.,Mahadevan, Viswanath,Lobkovsky, Emil B.,Coates, Geoffrey W.
, p. 1174 - 1175 (2002)
A new highly active and selective catalyst for the synthesis of β-lactones from CO and epoxides is reported. The catalyst, [(N,N′-bis(3,5-di-tert-butylsalicylidene) phenylenediamino)Al(THF)2][Co(CO)4] ([(salph)Al(THF)2][Co(CO)4]) is easily prepared from the corresponding (salph)AlCl and NaCo(CO)4. At 50 °C and 880 psi of CO, the catalyst (1 mol %) carbonylates epoxides such as propylene oxide, 1-butene oxide, epichlorohydrin, and isobutylene oxide to the lactones β-butyrolactone, β-valerolactone, γ-chloro-β-butyrolactone, and β-methyl-β-butyrolactone in high yield. (R)-Propylene oxide was carbonylated to (R)-β-butyrolactone with retention of stereochemistry. Copyright
[Lewis acid]+[Co(CO)4]- complexes: A versatile class of catalysts for carbonylative ring expansion of epoxides and aziridines
Mahadevan, Viswanath,Getzler, Yutan D. Y. L.,Coates, Geoffrey W.
, p. 2781 - 2784 (2002)
Efficient carbonyl insertion into C-O and C-N bonds using [Lewis acid]+[Co(CO)4]- complexes 1 and 2 gives regio- and stereoselective carbonylation of a variety of epoxides and aziridines to yield β-lactones and β-lactams, respectively. Both transformations are proposed to occur by the same mechanism, yielding products with inversion of configuration at the site of CO insertion.
SYSTEMS AND METHODS FOR REGIOSELECTIVE CARBONYLATION OF 2,2-DISUBSTITUTED EPOXIDES
-
Paragraph 0085, (2020/06/05)
Provided are methods of carbonylating cyclic substrates to produce carbonyl ated cyclic products. The cyclic substrates may be 2, 2-di substituted epoxides and the cyclic products may be β,β-di substituted lactones. The method may be carried out by forming and pressurizing a reaction mixture of the cyclic substrate, a solvent, carbon monoxide, and a [LA+][CO(CO)4-] catalyst, where [LA+] is a Lewis acid capable of coordinating to the cyclic substrate. The method may proceed with a regioselectivity of 90:10 or greater. The resulting carbonylated cyclic products may be converted to ketone aldol products that retain the stereochemistry and enantiomeric ratio of the carbonyl ated cyclic products.
Rediscovering copper-based catalysts for intramolecular carbon-hydrogen bond functionalization by carbene insertion
Martin, Carmen,Belderrain, Tomas R.,Perez, Pedro J.
supporting information; scheme or table, p. 4777 - 4781 (2009/12/08)
A series of TpxCu complexes (Tpx = hydrotrispyrazolylborate ligand) have been tested as catalysts for the decomposition of several diazoacetates and N,N-disubstituted diazoacetamides and the subsequent formation of lactones and lacta
