hikmet satici - Academia.edu (original) (raw)

Papers by hikmet satici

ChemInform, Aug 22, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Zenodo (CERN European Organization for Nuclear Research), Dec 31, 1999

The stereochemistry of addition of a number of organometallic reagents, including methyllithium, ... more The stereochemistry of addition of a number of organometallic reagents, including methyllithium, methyllithium-YbCJ 3 , tpentynyllithinm, and 1-pentynyllithium-YbCI3 to 2-acyloxanes, 2-benzoylthianes, several substituted 1,3-oxathianes and 2methoxyacetylthiane has been studied. For the ring systems containing oxygen atoms, almost all of the additions proceed in accordance with Cram's chelate rule, on the assumption that the chelation takes place with the oxygen rather than the sulfur atoms of the ring where both are present. An exception (cf. Utimoto et al. 7) is the addition of 1-pentynyllithium-YbCJ 3 to conformationally locked 1,3-oxathianes; however, addition of methyllithium-YbCI 3 to all 1,3-oxathianes studied and of pentynyllithium-YbCI 3 to the conformationally mobile 2-bcnzoyl-1,3-oxathiane proceeds 'normally'. Additions to 2bcnzoylthiane are usually of low stereoselectivity and often proceed contnry to what would be predicted on the assumption that the organometallic reagent chelates with sulfur; an exception is methylmagnesium iodide which does follow Cram's chelate rule. The additions of RLi and RLi. YbCI 3 (R methyl or 1-pentynyl) to 2-benzoylthiane follow the same stereochemical course presumably proceeding contrary to Cram's chelate rule; thus the reversal observed with 1-pentynyllithium-YbCI 3 in the 1,3oxathiane series appears not to be due to chelation with sulfur. The results with 2-methoxyacetylthiane suggest that chelation with the side-chain oxygen substituent prevails over chelation with the ring sulfur atom.

Journal of Organic Chemistry, Dec 1, 1989

Bulletin of the Chemical Society of Japan, 1974

The Journal of Organic Chemistry, 1994

Silyl ethers are widely used in synthesis as protective groups for alcohols.' In previous publica... more Silyl ethers are widely used in synthesis as protective groups for alcohols.' In previous publications2 it was shown that the chelating ability of silyloxy groups, RzR'SiO in a-silyloxy ketones decreases with increasing size of the substituents: MesSiO > Et3SiO > t-BuMenSiO > t-BuPhz-S i 0 > (i-Pr)~siO. The last group, 'TIPS-0", is essentially nonchelating. In this study we set out to measure if a similar progression of size would be reflected in-AGO VAvalue") for these groups in the equilibrium shown in Scheme 1. A priori, it was not clear if a correlation would ' 3C NMR (CD2C12)

Tetrahedron Letters, 1991

Abstract In a mild reaction mediated by samarium diiodide, ketones and aldehydes have been conver... more Abstract In a mild reaction mediated by samarium diiodide, ketones and aldehydes have been converted into 1,2-diacetates from commercially available bromomethyl acetate in a single synthetic transformation.

The Journal of Organic Chemistry, 1990

... Sequential Wittig-Oxyanion Accelerated Cope Reactions of 2,2,2-Triphenyl-5-vinyl-1,2X5-oxapho... more ... Sequential Wittig-Oxyanion Accelerated Cope Reactions of 2,2,2-Triphenyl-5-vinyl-1,2X5-oxaphospholane Eric J. Enholm,* Hikmet Satici, and Girija Prasad ... Ber. 1976,109,1694. (d) Sreekumar, C.; Darst, KP; Still, WCJ Org. Chem. 1980,45, 4260. ...

CHEMICAL & PHARMACEUTICAL BULLETIN, 1996