Dr. Rodney. A. Fernandes
Associate Professor
Department of Chemistry
Indian Institute of Technology Bombay
Powai, Mumbai 400076
Ph: 022-2576 7174
Fax: 022 2576 7152
Email: rfernand@chem.iitb.ac.in
Academic Background
Ph.D. in Organic Chemistry, NCL Pune/Pune University
(January,2003)
NET, CSIR National Eligibility Test for Research and Lecturership.
(June 1997)
SET, State Eligibility Test for Lecturership, UGC (Pune University).
(March 1997)
M.Sc. in Organic Chemistry, Goa University. Outstanding Grade “O”
(April 1997)
B.Sc. in Chemistry, Goa University. First Class with Distinction.
(April 1995)
Professional Experience
Lecturer Goa Engineering College, Ponda Goa, 1997
Lecturer Chemistry Department, Goa University, 1998
Postdoctoral Research, Tohoku University, Japan, Jan 2003-Dec 2003,
AvH Research Fellow, Freiburg University, Germany, Jul 2004-Mar 2006
DFG Postdoctoral Researh, Freiburg University, Germany, Apr 2006-Jun 2006
Investigador Titular A, UNAM,Mexico City, Sep 2006-Jul 2007
Assistant Professor IIT Bombay, August 2007- January 2011
Associate Professor IIT Bombay, January 2011-
Positions available for Post Doctoral Fellows. Interested candidates, mail to rfernand@chem.iitb.ac.in
Research Interests
a) Synthetic Organic Chemistry: Asymmetric Synthesis of Natural Products, Asymmetric Catalysis.
b) Organometallic Chemistry: Chiral Palladium Catalysis and Asymmetric Reactions.
c) Enzymatic Chemistry: Chemo-Enzymatic Synthesis
Representative Publications and Patents:
Independent Research publications:
14. Stereoselective Total Synthesis of (+)-Nephrosteranic Acid and (+)-Roccellaric Acid through Asymmetric Dihydroxylation and Johnson-Claisen Rearrangement. Rodney A. Fernandes, Asim K. Chowdhury Eur. J. Org. Chem. 2011, 1106.
13. Synthetic studies on C14 cembranoids: synthesis of C412 fragment of sarcophytonolides EG and L and C511 fragment of sarcophytonolide L. Rodney A. Fernandes; Arun B. Ingle Tetrahedron Letters 2011, 52, 458.
12. Total synthesis of (+)-demethoxycardinalin 3 Rodney A. Fernandes, Sandip V. Mulay J. Org. Chem. 2010, 75, 7029.
11. Dimeric Fischer carbenes: a bidirectional Dotz benzannulation approach to the synthesis of regioisomeric core of cardinalin 3. Rodney A. Fernandes, Sandip V. Mulay Synlett 2010, 2667.
10. A concise asymmetric synthesis of (-)-hongconin and (-)-1-epi-hongconin. Rodney A. Fernandes, Vijay P. Chavan Eur. J. Org. Chem. 2010, 4306.
9. Total synthesis of (+)-cephalosporolide E and ( )-cephalosporolide F en route to bassianolone. Rodney A. Fernandes, Arun B. Ingle Synlett 2010, 158
8. Synthesis of chiral , -disubstituted- -lactones through Johnson-Claisen rearrangement: A short route to xylobovide, nor-canadensolide, canadensolide, sporothriolide and santolinolides. Rodney A. Fernandes, Arun B. Ingle, Vijay P. Chavan Tetrahedran: Asymmetry 2009, 19, 15.
7. Total syntheses of all stereoisomers of phenatic acid B. Rodney A. Fernandes, Asim K. Chowdhury. J. Org. Chem. 2009, 74, 8826
6. A diethyltartrate based synthesis of both (+)- and (-)-arundic acid. Rodney A. Fernandes, Abhinav Dhall, Arun B. Ingle Tetrahedron Lett. 2009, 50, 5903.
5. Chiral vicinal diols as platforms for separable diastereomers in Johnson-Claisen rearrangement: A new short route to (-)-nor-canadensolide, (-)-canadensolide and (-)-sporothriolide. Rodney A. Fernandes, Arun B. Ingle Tetrahedron Lett. 2009, 50, 1122.
4. A short enantioselective synthesis of (+)-eleutherin, (+)-allo-eleutherin and a formal synthesis of (+)-nocardione B. Rodney A. Fernandes, Vijay P. Chavan, Arun B. Ingle Tetrahedron Lett. 2008, 49, 6341.
3. A highly enantioselective synthesis of (-)- and (+)-juglomycin A through Döannulation and asymmetric dihydroxylation. Rodney A. Fernandes, Vijay P. Chavan Tetrahedron Lett. 2008, 49, 3899
2. A short synthesis of (+)-(S)-kurasoin B. Rodney A. Fernandes Tetrahedron: Asymmetry 2008, 19, 15.
1. An efficient synthesis of ( )-posticlure: The sex pheromone of Orygia Postica. Rodney A. Fernandes Eur. J. Org. Chem. 2007, 5064
Doctoral and Postdoctoral Research publications:
1. Asymmetric synthesis of pyranonaphthoquinone antibiotics: (+)-kalafungin, (-)-nanaomycin D, (+)-frenolicin B and H2SO4 mediated isomerization study. Fernandes, R. A.; Brückner, R. manuscript in preparation..
2. Efficient synthesis of (+)-kalafungin and (-)-nanaomycin by asymmetric dihydroxylation, oxa-Pictet-Spengler cyclization, and H2SO4-mediated isomerization. Fernandes, R. A.; Brückner, R. Synlett 2005, 1281-1285.
3. An asymmetric dihydroxylation route to (R)-(-)-octopamine, (R)-(-)-tembamide and (R)-(-)-aegeline. Ramalingam, S.; Fernandes, R. A.; Kumar, P. Arkivoc 2005, (iii) 36-43.
4. Catalytic asymmetric carbalkoxyallylation of imines with chiral bis-pi-allylpalladium complex. Fernandes R. A.; Yamamoto, Y. J. Org. Chem. 2004, 69, 3562-3564
5. The first catalytic asymmetric allylation of imines with tetraallylsilane-TBAF-MeOH system using chiral bis-pi-allylpalladium complex. Fernandes R. A.; Yamamoto, Y. J. Org. Chem. 2004, 69, 735-738.
6. Chiral bis-pi-allylpalladium catalyzed allylation of imines: Enhancement of chemical yield and enantioselectivity by water. Fernandes, R. A.; Stimac, A.; Yamamoto, Y. J. Am. Chem. Soc. 2003, 125, 14133-14139.
7. PCC: Novel oxidation reactions. Fernandes, R. A. Synlett 2003, 741-742.
8. An asymmetric dihydroxylation route to (S)- oxybutynin. Gupta, P.; Fernandes, R. A.; Kumar, P. Tetrahedron Letters 2003, 44, 4231-4232.
9. A new PCC mediated oxidation reaction of homobenzylic and homoallylic alcohols. Fernandes, R. A.; Kumar, P. Tetrahedron Letters 2003, 44, 1275-1278.
10. Enantioselective synthesis of xylo-C18-phytosphingosines using double stereodifferentiation. Fernandes, R. A.; Kumar, P. Synthesis 2003, 129-135.
11. A concise synthesis of (+)-compactin lactone via asymmetric dihydroxylation and regioselective cyclic sulfite opening reactions. Fernandes, R. A.; Kumar, P. Eur. J. Org. Chem. 2002, 2921-2923.
12. Asymmetric dihydroxylation and one-pot epoxidation routes to (+)-and (-)-posticlure: a novel trans-epoxide as a sex pheromone component of Orgyia postica (Walker). Fernandes, R. A.; Kumar, P. Tetrahedron 2002, 58, 6685-6690.
13. An asymmetric dihydroxylation route to enantomerically pure norfluoxetine and fluoxetine. Pandey, R. K.; Fernandes, R. A.; Kumar P. Tetrahedron Letters 2002, 43, 4425-4426.
14. Asymmetric dihydroxylation and regioselective C-3 indole coupling routes to the anticoccidial antibiotic (+)-diolmycin A2. Fernandes, R. A.; Bodas, M. S.; Kumar, P. Tetrahedron 2002, 58, 1223-1227.
15. Double stereodifferentiation in asymmetric dihydroxylation: Application to the first diastereoselective synthesis of L-xylo-[2R,3S,4S]- C18-phytosphingosine. Fernandes, R. A.; Kumar, P. Tetrahedron Letters 2000, 41, 10309-10312.
16. A stereoselective synthesis of dihydrosphingosine. Fernandes, R. A.; Kumar, P. Eur. J. Org. Chem. 2000, 3447-3449.
17. A short and efficient stereoselective synthesis of dihydrosphingosine triacetate. Fernandes, R. A.; Kumar, P. Tetrahedron: Asymmetry, 1999, 10, 4797-4802.
18. Enantioselective synthesis of (R)-(-)-mevalonolactone via cylcic sulfate methodology. Fernandes, R. A.; Kumar, P. Tetrahedron: Asymmetry, 1999, 10, 4349-4356.
19. Asymmetric synthesis of (S)-massoialactone. Pais, G. C. G.; Fernandes, R. A.; Kumar, P. Tetrahedron 1999, 55, 13445-13450.
20. An improved process for the preparation of enantiomerically pure cyclohexylphenyl glycolic acid, US patent, No. 6825378, 2004. Pradeep Kumar, Rodney A. Fernandes and Priti Gupta.
21. Catalytic asymmetric allylation of imines with Tetraallylsilane-TBAF-MeOH system using bis-pi-allyl palladium complex. Japanese patent JP 2003-396110, 2003. Yoshinori Yamamoto and Rodney A. Fernandes.
22. Preparation of bis-pi-allyl palladium complex and synthetic procedure for asymmetric allylamines. Japanese patent JP 2003-358265, 2003. Yoshinori Yamamoto, Rodney A. Fernandes and Anton Stimac.
23. An improved process for the preparation of (4R,6S)-4-Hydroxy-6-hydroxymethyl- tetrahydro-pyran-2-one, US Patent, No 6376683, 2002. Pradeep Kumar and Rodney A. Fernandes.