@article { ISI:000229484600033, title = {Stereoselective syntheses of (+)-alpha- and (-)-beta-conhydrine from L-aspartic acid}, journal = {Tetrahedron Letters}, volume = {46}, number = {23}, year = {2005}, month = {JUN}, pages = {4091-4093}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

An efficient synthesis of (+)-alpha-conhydrine 1 and (-)-beta-conhydrine 2 has been achieved by. diastereo selective alkylation of an amino aldehyde derivative 7 with ethylmagnesium bromide or diethylzinc. (c) 2005 Elsevier Ltd. All rights reserved.

}, keywords = {Alkylation, conhydrine, Grignard reaction, Piperidine alkaloids, stereoselectivity}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2005.04.013}, author = {Pandey, SK and Kumar, P} } @article { ISI:000249453100008, title = {4-Formylazetidin-2-one as a useful building block for the formal synthesis of xylo-(2S,3R,4R)-phytosphingosine and threo-(2S,3S)-sphingosine}, journal = {Synthesis-Stuttgart }, volume = {17}, number = {17}, year = {2007}, month = {SEP}, pages = {2631-2636}, publisher = {GEORG THIEME VERLAG KG}, type = {Article}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Stereoselective formal synthesis of xylo-(2S,3R,4R)-phytosphingosine and threo-(2S,3S)-sphingosine is described starting from an enantiopure formyl-substituted P-lactam. Grignard reaction of the N-Boc-protected-beta-lactam carbonyl group, followed by further transformations, provides a common intermediate for xylo-(2S,3R,4R)-phytosphingosine and threo-(2S,3S)-sphingosine.

}, keywords = {azetidin-2-one, beta-lactam, Grignard reaction, Phytosphingosine, Sphingosine}, issn = {0039-7881}, doi = {10.1055/s-2007-983815}, author = {Kale, Ajaykumar S. and Sakle, Prathmesh S. and Gumaste, Vikas K. and Deshmukh, Abdul Rakeeb A. S.} } @article { ISI:000243519300018, title = {Efficient total synthesis of (-)-(3S,6R)-3,6-dihydroxy-10-methylundecanoic acid}, journal = {European Journal of Organic Chemistry}, number = {2}, year = {2007}, month = {JAN}, pages = {369-373}, publisher = {WILEY-V C H VERLAG GMBH}, type = {Article}, address = {PO BOX 10 11 61, D-69451 WEINHEIM, GERMANY}, abstract = {

An efficient enantioselective synthesis of (-)-(3S,6R)-3,6-dihydroxy-10-methylundecanoic acid (1) from epichlorohydrin is described. The key steps include Jacobsen{\textquoteright}s HKR, Sharpless asymmetric dihydroxylation, regioselective opening of epoxide and cyclic sulfate. ((c) Wiley-VCH Verlag GmbH \& Co. KGaA, 69451 Weinheim, Germany, 2007).

}, keywords = {cyclic sulfate, Dihydroxylation, Grignard reaction, hydroboration-oxidation, Jacobsen{\textquoteright}s hydrolytic kinetic resolution (HKR), regio selectivity}, issn = {1434-193X}, doi = {10.1002/ejoc.200600690}, author = {Pandey, Satyendra Kumar and Kumar, Pradeep} } @article { ISI:000252029800002, title = {Practical synthesis of (+/-)-venlafaxine}, journal = {Synthetic Communications}, volume = {37}, number = {22-24}, year = {2007}, month = {NOV}, pages = {3901-3906}, publisher = {TAYLOR \& FRANCIS INC}, type = {Article}, address = {325 CHESTNUT ST, SUITE 800, PHILADELPHIA, PA 19106 USA}, abstract = {

A practical total synthesis of antidepressant (+/-)-venlafaxine is disclosed.

}, keywords = {antidepressant, Grignard reaction, Michael addition}, issn = {0039-7911}, doi = {10.1080/00397910701572266}, author = {Chavan, Subhash P. and Khobragade, Dushant A. and Thakkar, Mahesh and Kalkote, Uttam R.} } @article { ISI:000244732800019, title = {Stereoselective synthesis of 3-alkylidene/alkylazetidin-2-ones from azetidin-2,3-diones}, journal = {Tetrahedron}, volume = {63}, number = {11}, year = {2007}, month = {MAR}, pages = {2524-2534}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

Azetidin-2,3-diones have been used as synthons for the synthesis of C-3 alkylidene/alkylazetidin-2-ones. Some of the 3-alkylazetidin-2-ones are well known for their cholesterol absorption inhibitor activity. A regio and stereoselective Grignard reaction on a keto group followed by dehydration using PPh3/CCl4 reagent is a key step in this synthesis. Hydrogenation of the 3-alkylideneazetidin-2-ones provided stereoselectively cis-3-alkylazetidin-2-ones in very good yields. (c) 2006 Published by Elsevier Ltd.

}, keywords = {3-diones, azetidin-2, azetidin-2-ones, beta-lactam, Grignard reaction}, issn = {0040-4020}, doi = {10.1016/j.tet.2006.12.010}, author = {Tiwari, Dharmendra Kumar and Shaikh, Ashif Y. and Pavase, Laxmikant S. and Gumaste, Vikas K. and Deshmukh, Abdul Rakeeb A. S.} } @article { ISI:000255827100025, title = {Concise synthesis of protected (2S,4R)-4-hydroxyornithine}, journal = {Tetrahedron Letters}, volume = {49}, number = {20}, year = {2008}, month = {MAY}, pages = {3297-3299}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A short synthesis of the nonproteinogenic amino acid, (2S,4R)-4-hydroxyornithine is described. Starting from racemic benzyl glycidol, the scaffold of the target compound was constructed in high enantio- and diastereoselectivity using Jacobsen{\textquoteright}s hydrolytic kinetic resolution (HKR) and regioselective opening of an epoxide as key steps. (c) 2008 Elsevier Ltd. All rights reserved.

}, keywords = {Epoxide, Grignard reaction, hydroxyornithine, Jacobsen{\textquoteright}s HKR, Natural product}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2008.03.076}, author = {Pandey, Satyendra Kumar and Pandey, Menaka and Kumar, Pradeep} } @article { ISI:000295237400015, title = {Stereoselective synthesis and antimicrobial activity of steroidal C-20 tertiary alcohols with thiazole/pyridine side chain}, journal = {European Journal of Medicinal Chemistry}, volume = {46}, number = {9}, year = {2011}, month = {SEP}, pages = {3681-3689}, publisher = {ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER}, address = {23 RUE LINOIS, 75724 PARIS, FRANCE}, abstract = {

Stereoselective synthesis of novel steroidal C-20 tertiary alcohols with thiazole and pyridine side chain using Grignard reaction of steroidal ketones and thiazole/pyridine magnesium bromide have been realized. These molecules were evaluated in vitro for their antifungal and antibacterial activities. Most of the compounds exhibited significant antifungal and antibacterial activity against all the tested strains. (C) 2011 Elsevier Masson SAS. All rights reserved.

}, keywords = {antibacterial activity, Antifungal activity, Grignard reaction, Steroid side chain, Steroidal ketones}, issn = {0223-5234}, doi = {10.1016/j.ejmech.2011.05.032}, author = {Shingate, Bapurao B. and Liazra, Braja G. and Salunke, Deepak B. and Pore, Vandana S. and Shirazi, Fazal and Deshpande, Mukund V.} } @article {47497, title = {Stereoselective synthesis of subincanadine alkaloids framework}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry}, volume = {58}, year = {2019}, month = {JUN}, pages = {669-673}, type = {Article}, abstract = {Starting from, N-tosyltryptamine and (S)-acetoxysuccinic anhydride, a facile synthesis of (-)-indolizinoindolone has been demonstrated as a basic structural outline of bioactive subincanadine alkaloids. Regioselective Grignard reaction with (S)-acetoxysuccinimide, stereoselective intramolecular cyclization to form (-)-indolizinoindolone skeleton and TiCl4 induced condensation with acetaldehyde for stereoselective generation of exocyclic carbon carbon double bond are the key features.}, keywords = {(S)-Acetoxysuccinimide, alane reduction, condensation, Grignard reaction, indolizinoindolone, PCC-oxidation, stereoselective Pictet-Spengler cyclization}, issn = {0376-4699}, author = {Kalshetti, Manojkumar G. and Argade, Narshinha P.} } @article {46849, title = {Synthesis of 2-azabicyclo[m.n.0]-alkanes and their application towards the synthesis of strychnos and stemona classes of alkaloids}, journal = {European Journal of Organic Chemistry}, volume = {2020}, year = {2020}, month = {JUL }, pages = {3883-3888}, type = {Article}, abstract = {

2-Azabicyclo[m.n.0]alkane ring systems, the conceptual precursors towards the synthesis of Strychnos and Stemona classes of alkaloids, were synthesized from tert-butyl 2-(phenylsulfonyl)-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylate by alkyl Grignard reaction and intramolecular cyclisation of the in situ generated ring opening product 2. The synthesized cis-hexahydroindole 3 and cis-octahydro-benzo[b]azepine 5 scaffolds were utilized to construct the advanced intermediates 25 and 35, respectively, towards the synthesis of the corresponding Strychnos and Stemona classes of alkaloids.

}, keywords = {alkaloids, amines, Grignard reaction, Michael addition, Natural products}, issn = {1434-193X}, doi = {10.1002/ejoc.202000507, Early Access Date = MAY 2020}, author = {Majumder, Binoy and Pandey, Ganesh} }