@article { ISI:000243735500042, title = {Facile chemo-, regio-, and diastereoselective approach to cis-3,5-disubstituted gamma-butyrolactones and fused gamma-butyrolactones}, journal = {Journal of Organic Chemistry}, volume = {72}, number = {3}, year = {2007}, month = {FEB}, pages = {1009-1012}, publisher = {AMER CHEMICAL SOC}, type = {Article}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

Chemoselective S(N)2{\textquoteright} condensation of primary enolates of alkyl methyl ketones 2a-e with dimethyl bromomethylfumarate ( 1) followed by highly diastereoselective NaBH4 reduction of the ketone function in the formed ketodiesters 3a-e and the regioselective in situ lactonization of the unisolable intermediates 4a-e exclusively furnished the cis-3,5-disubstituted gamma-butyrolactones (+/-)-5a-e in very good yields. Similarly, the face-selective coupling reaction of cyclohexanone enolate with 1 to form a mixture of diastereomers in an 8: 2 ratio followed by a highly selective reductive cyclization of 9 plus 10 exclusively provided the cis-octahydrobenzofuran (+/-)- 12 in 70\% overall yield.

}, issn = {0022-3263}, doi = {10.1021/jo0619128}, author = {Baag, Md. Merajuddin and Puranik, Vedavati G. and N. P. Argade} } @article {Mueller, title = {Reactions of o-aminothiophenol and o-aminophenyl disulfide with itaconic anhydride and (-)-dimenthyl itaconate: access to enantiomerically pure 1,5-benzothiazepines and benzothiazolyl-2-methylacrylic acid}, journal = {Synthesis-Stuttgart}, number = {3}, year = {2007}, month = {FEB}, pages = {457-463}, publisher = {GEORG THIEME VERLAG KG}, type = {Article}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

{A facile chemo- and regioselective reactions of o-aminothiophenol (o-ATP) with itaconic anhydride is described. 1,5-Benzothiazepinyl-3-acetic acid is obtained in 81\% yield via the exclusive Michael type addition of the thiol unit from o-ATP to the carbon-carbon double bond in itaconic anhydride followed by an intramolecular anhydride ring opening with an amine unit. The moderately stereoselective Michael type addition of the thiol unit from o-ATP to (-)-dimenthyl itaconate to obtain a mixture of diastereomers in a 7:3 ratio in 82\% yield has been demonstrated. The reductive sulfur-sulfur bond cleavage in the dicarboxylic acid, 2({2-[2-(3-carboxybut-3-enoylamino)phenyidisulfanyl]phenylcarbamoyl\

}, keywords = {Magnetic nanoparticles, magnetic properties, spin glasses}, issn = {0936-5214}, doi = {10.1055/s-2006-958977}, author = {Baag, Md. Merajuddin and Sahoo, Manoj Kumar and Puranik, Vedavati G. and N. P. Argade} } @article { ISI:000252640600002, title = {Synthesis of gymnoascolide A}, journal = {Synthesis-Stuttgart}, number = {1}, year = {2008}, month = {JAN}, pages = {26-28}, publisher = {GEORG THIEME VERLAG KG}, type = {Article}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Recently isolated 4-benzyl-3-phenylfuran-2,5-dione and antifungal gymnoascolide A have been synthesized using the chemoselective S(N)2{\textquoteright} coupling of phenylmagnesium bromide with dimethyl 2-(bromomethyl)fumarate, chemoselective allylic substitution of bromide in 3-(bromomethyl)-4-phenylfuran-2,5-dione with phenylmagnesium bromide and regioselective N-Selectride-induced reduction of 3-benzyl-4-phenylfuran-2,5-dione as the key reactions.

}, keywords = {dimethyl (bromomethyl)fumarate, functionalized maleic anhydrides, gymnoascolide A, regioselective reduction, S(N)2 {\textquoteleft} Grignard coupling reaction}, issn = {0039-7881}, doi = {10.1055/s-2007-990901}, author = {Baag, Md. Merajuddin and N. P. Argade} }