Simple chemoenzymatic access to enantiopure pharmacologically interesting (R)-2-hydroxypropiophenones

Demir, AS
Hamamcı, Haluk
Sesenoglu, O
Aydogan, F
Capanoglu, D
Neslihanoglu, R
A chemoenzymatic synthesis of pharmacological interesting (R)-2-hydroxypropiophenones starting from propiophenone derivatives is described. Manganese(III) acetate-mediated acetoxylation followed by fungus-mediated hydrolysis of propiophenone derivatives affords (R)-2-hydroxypropiophenones in high enantiomeric excess.


DEMIR, AS; AKGUN, H; Tanyeli, Cihangir; SAYRAC, T; WATT, DS (1991-09-01)
The alpha'-chloroacetoxylation of alpha,-beta-unsaturated ketones using manganese(III) acetate and chloroacetic acid followed by Arbuzov reaction and intramolecular Horner-Emmons olefination provided a convenient synthesis of annulated 2-buten-4-olides.
A new and efficient chemoenzymatic route to both enantiomers of alpha '-acetoxy and alpha '-hydroxy-alpha-methoxy cyclic enones
Demir, Ayhan Sıtkı; Caliskan, Z; Aydin, AE; Bicer, I (Elsevier BV, 2006-03-06)
A chemoenzymatic synthesis of both enantiomers of the pharmacologically interesting alpha'-acetoxy and alpha'-hydroxy-alpha-methoxy cyclic enones starting from alpha-hydroxy cyclic enones is described. Protection of 1,2-diketones, manganese(III) acetate-mediated acetoxylation followed by enzyme-mediated hydrolysis of alpha'-acetoxy enones gives acetoxy enones 3a-d and hydroxy enones 4a-d with high enantiomeric excesses (up to 99%) and good yields. The transesterification of rac-4b in the presence of DMAP af...
Auxiliary mediated synthesis of aziridine 2 carboxylic acid derivative
GARNER, Philip; Doğan, Özdemir; PİLLAİ, Satish (1994-03-01)
A convenient protocol for the asymmetric synthesis of stereodefined aziridine-2-carboxylic acid derivatives from alpha,beta-unsaturated acryloyl- and crotonoyl camphor sultams is reported.
A squaraine-based sodium selective fluorescent chemosensor
Oguz, U; Akkaya, EU (1998-08-06)
A novel squaraine with a lariat-crown ether cation-receptor unit was synthesized and shown to selectively respond to Na+ ions in polar protic solvents. The selectivity of the novel ligand, together with the impressive spectroscopic properties of squaraines yields a promising chemosensor,
Novel annulation reactions for the synthesis of substituted pyrroles darzens reaction of acyl phosphonates with α-bromo ketones : selective synthesis of cis- and transepoxyphosphonates
Emrullah, Mustafa; Demir, Ayhan Sıtkı; Department of Chemistry (2009)
In the first part of this thesis, it is aimed to develope methods for the synthesis of trisubstituted pyrrrole derivatives. 2-Aminopyrrroles, alkoxy and sulfonyl substittitued pyrrole derivatives as well as pirolinones show interesting biological activities and are precursor of well know drugs. Although there is a number of methods for the synthesis of pyrroles, the synthesis of 2-aminopyrroles is limited to few works and is not widely known. Therefore, it is still an important goal in organic chemistry to ...
Citation Formats
A. Demir, H. Hamamcı, O. Sesenoglu, F. Aydogan, D. Capanoglu, and R. Neslihanoglu, “Simple chemoenzymatic access to enantiopure pharmacologically interesting (R)-2-hydroxypropiophenones,” TETRAHEDRON-ASYMMETRY, pp. 1953–1956, 2001, Accessed: 00, 2020. [Online]. Available: