@article { ISI:000241906100003, title = {Construction of enantiopure pyrrolidine ring system via asymmetric [3+2]-cycloaddition of azomethine ylides}, journal = {Chemical Reviews}, volume = {106}, number = {11}, year = {2006}, month = {NOV}, pages = {4484-4517}, publisher = {AMER CHEMICAL SOC}, type = {Article}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, issn = {0009-2665}, doi = {10.1021/cr050011g}, author = {Pandey, Ganesh and Banerjee, Prabal and Gadre, Smita R.} } @article { ISI:000287163000011, title = {Construction of the 5,10b-phenanthridine skeleton using [3+2]-cycloaddition of a non-stabilized azomethine ylide: total synthesis of (+/-)-maritidine and (+/-)-crinine alkaloids}, journal = {European Journal of Organic Chemistry}, number = {4}, year = {2011}, month = {FEB}, pages = {740-750}, publisher = {WILEY-V C H VERLAG GMBH}, address = {PO BOX 10 11 61, D-69451 WEINHEIM, GERMANY}, abstract = {

Vicinal quaternary and tertiary stereocenters of the 5,10b-phenanthridine skeleton 1 are constructed simultaneously in one step by the [3+2]-cycloaddition of non-stabilized azomethine ylide 9, generated by sequential double desilylation of 10 utilizing silver(I) fluoride as a one-electron oxidant. The regioas well as stereochemical origin of this cycloaddition reaction is explained through a favorable transition state 9{\textquoteright}{\textquoteright}. The strategy is successfully applied for the total synthesis of the biologically active alkaloids (+/-)-maritidine (1a), (+/-)-crinine (1b), and their analogues (1d, 1e, and 1f).

}, keywords = {alkaloids, Azomethine ylides, Cycloaddition, Natural products, Ylides}, issn = {1434-193X}, doi = {10.1002/ejoc.201001263}, author = {Pandey, Ganesh and Gupta, Nishant R. and Gadre, Smita R.} } @article { ISI:000325943800011, title = {Dimethyl [(2R,3R,5S)-5-phenylmorpholine-2,3-diyl]diacetate as a designer substrate in the syntheses of important heterocyclic scaffolds}, journal = {Asian Journal of Organic Chemistry}, volume = {1}, number = {1}, year = {2012}, month = {SEP}, pages = {65-70}, publisher = {WILEY-V C H VERLAG GMBH}, address = {BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY}, abstract = {

Designed scaffold dimethyl [(2R,3R,5S)-5-phenylmorpholine-2,3-diyl]diacetate was synthesized in optically pure form by photoinduced one-electron reductive beta-activation of an alpha,beta-unsaturated carbonyl moiety for stereoselective C-C bond formation. Use of the morpholine derivative as a {\textquoteleft}{\textquoteleft}chemical multitalent{\textquoteright}{\textquoteright} is demonstrated by its easy transformation to valuable heterocyclic building blocks such as methyl [(2R,3S)-3-hydroxy-5-oxopyrrolidin-2-yl]acetate, methyl [(2R,3S)-3-amino-5-oxotetrahydrofuran-2-yl]acetate, (3R,4S)-4-aminohexane-1,3,6-triol, and 2-[(2R,3S)-3-aminotetrahydrofuran-2-yl]ethanol.

}, keywords = {Amino alcohols, butyrolactams, butyrolactones, morpholines, photoinduced electron transfer reactions}, issn = {2193-5807}, doi = {10.1002/ajoc.201200033}, author = {Pandey, Ganesh and Gaikwad, Amrut L. and Gadre, Smita R.} } @article { ISI:000305742400008, title = {Stereoselective construction of 5,11-methanomorphanthridine and 5,10b-phenanthridine structural frameworks: total syntheses of (+/-)-pancracine, (+/-)-brunsvigine, (+/-)-maritidine, and (+/-)-crinine}, journal = {Pure and Applied Chemistry}, volume = {84}, number = {7}, year = {2012}, note = {23rd International Congress on Heterocyclic Chemistry (ICHC), Glasgow, SCOTLAND, JUL 31-AUG 04, 2011}, month = {MAY}, pages = {1597-1619}, publisher = {Virginia Taylor; Astra Zeneca; Chem Sci Scotland; Eisai; EPSRC; Glasgow City Council; GSK; IUPAC; Pfizer; Scottish Enterprise; Syngenta; Univ Strathclyde}, type = {Article}, address = {104 TW ALEXANDER DR, PO BOX 13757, RES TRIANGLE PK, NC 27709-3757 USA}, abstract = {

The core structure of the complex pentacyclic 5,11-methanomorphanthridine skeleton and the vicinal quaternary and tertiary stereocenters of the 5,10b-phenanthridine skeleton are constructed stereospecifically in one step employing intramolecular 1,3-dipolar cyclo addition of a nonstabilized azomethine ylide (AMY) generated by the sequential double desilylation of appropriate bis-trimethylsilylmethyl amines using Ag(I)F as a single-electron oxidant. The strategy is successfully applied for the total synthesis of biologically active alkaloids such as (+/-)-pancracine, (+/-)-brunsvigine, (+/-)-maritidine, and (+/-)-crinine.

}, keywords = {alkaloid synthesis, cycloadditions, organic synthesis, stereocontrolled synthesis}, issn = {0033-4545}, doi = {10.1351/PAC-CON-11-10-12}, author = {Pandey, Ganesh and Gadre, Smita R.} } @article { ISI:000315758900005, title = {Alpha-trimethylsilylmethylamine radical cation in the synthesis of cyclic amines and beyond}, journal = {Chimia}, volume = {67}, number = {1-2}, year = {2013}, month = {FEB}, pages = {30-38}, publisher = {SWISS CHEMICAL SOC}, address = {SCHWARZTORSTRASSE 9, CH-3007 BERN, SWITZERLAND}, abstract = {

The evolution of chemistry associated with the photoinduced electron transfer (PET)-generated alpha-trimethylsilylmethylamine radical cation cyclization to a tethered olefin to synthesize byclic amine structural frame works is presented in chronological order. The importance of this interesting chemistry is demonstrated by the synthesis of several novel glycosidase inhibitors.

}, keywords = {1-N-Iminosugars, alpha-Amine radical, alpha-Trimethylsilyl methylamine radical cation, Glycosidase inhibitors, Photoinduced electron transfer (PET)}, issn = {0009-4293}, doi = {10.2533/chimia.2013.30}, author = {Pandey, Ganesh and Dey, Debasis and Gadre, Smita R.} } @article { ISI:000342927000001, title = {Concise account of the chemistry of valuable alkyl(methyl)maleic anhydrides}, journal = {Synthesis-Stuttgart}, volume = {46}, number = {20}, year = {2014}, month = {OCT}, pages = {2683-2700}, publisher = {GEORG THIEME VERLAG KG}, type = {Review}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

A large number of significant bioactive natural and synthetic alkyl(methyl)maleic anhydrides are known in the contemporary literature. A broad range of suitably functionalized substrates have been tailored to accomplish concise and efficient syntheses of an array of alkyl(methyl)maleic anhydrides employing a variety of elegant synthetic strategies. This review presents a brief literature account of the isolation and activity of these important target compounds with a special emphasis on their synthesis.

}, keywords = {alkyl(methyl)maleic anhydrides, bioactivity, dimethylmaleic anhydride, isolation, nucleophilic reactions, Total synthesis}, issn = {0039-7881}, doi = {10.1055/s-0034-1378665}, author = {Deore, Prashant S. and Haval, Kishan P. and Gadre, Smita R. and N. P. Argade} } @article { ISI:000340152000016, title = {Facile synthesis of the isoquinoline alkaloids doryanine and oxyhydrastinine}, journal = {Synthesis-Stuttgart}, volume = {46}, number = {14}, year = {2014}, month = {JUL}, pages = {1954-1956}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Starting from 4,5-(methylenedioxy)homophthalic acid, a concise and efficient synthesis of the isoquinoline alkaloids dory-anine and oxyhydrastinine is described via the corresponding homophthalimide utilizing a one-pot regioselective reductive dehydration and catalytic hydrogenation pathway.

}, keywords = {dehydration, homophthalic acid, homophthalimide, isoquinoline alkaloids, regioselective reduction}, issn = {0039-7881}, doi = {10.1055/s-0033-1341158}, author = {Jangir, Ravi and Gadre, Smita R. and N. P. Argade} } @article { ISI:000360095900016, title = {Sulfuryl chloride promoted gem-dichlorination-dehydrochlorination in alkyl benzothiazinylacetates: synthesis of the skeleton of trichochrome pigments}, journal = {Synthesis-Stuttgart}, volume = {47}, number = {17}, year = {2015}, month = {SEP}, pages = {2631-2634}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Chemo- and stereoselective total synthesis of the basic trichochrome skeleton is described starting from o-aminothiophenol and maleic anhydride in very good overall yield. The process involves the synthesis of the corresponding 1,4-benzothiazin-2-ylacetates followed by their sulfuryl chloride induced dihalogenation-dehydrohalogenation and a second condensation with o-aminothiophenol as key steps.

}, keywords = {condensations, halogenation, maleic anhydride, o-aminothiophenol, trichochrome framework}, issn = {0039-7881}, doi = {10.1055/s-0034-1378714}, author = {Jangir, Ravi and Gadre, Smita R. and N. P. Argade} }