@article { ISI:000245142600008, title = {Rh(II)-catalyzed intramolecular N-H insertion of D-glucose-derived delta-amino alpha-diazo beta-ketoester: Synthesis of pyrrolidine iminosugars}, journal = {Synlett}, number = {4}, year = {2007}, month = {MAR}, pages = {559-562}, publisher = {GEORG THIEME VERLAG KG}, type = {Article}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

The rhodium acetate catalyzed reaction of D-glucose-derived delta-amino alpha-diazo beta-ketoester allows a stereoselective beta-facial intramolecular N-H insertion reaction that leads to formation of the bicyclic pyrrolidinone ring skeleton in high yield. The sugar-substituted pyrrolidinone thus obtained was elaborated to allow the synthesis of promising glycosidase inhibitors, namely, 2,5-dideoxy2,5-imino-L-glycero-alpha-D-galactoheptitol and 2,5-dideoxy-2,5-imino-D-galactitol.

}, keywords = {alkaloids, azasugars, carbohydrates, N-H insertion, Pyrrolidines, rhodium carbenoid}, issn = {0936-5214}, doi = {10.1055/s-2007-970743}, author = {Vyavahare, Vinod P. and Chattopadhyay, Subrata and Puranik, Vedavati G. and Dhavale, Dilip D.} } @article { ISI:000358099300015, title = {Enantioselective synthesis of (+)-hygroline and (+)-pseudohygroline via Keck allylation and CBS reduction}, journal = {Tetrahedron Letters}, volume = {56}, number = {32}, year = {2015}, month = {AUG}, pages = {4704-4705}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

An enantioselective synthesis of (+)-hygroline and (+)-pseudohygroline has been achieved in high optical purity (98\% ee) from readily available 1,4-butanediol. The synthesis strategy employs a Keck allylation, CBS reduction, and Wacker oxidation. (C) 2015 Elsevier Ltd. All rights reserved.

}, keywords = {CBS reduction, Keck allylation, Pyrrolidines, Wacker oxidation}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2015.06.012}, author = {Bhoite, Shubhangi P. and Kamble, Rohit B. and Suryavanshi, Gurunath M.} } @article {47987, title = {Alpha-angelica lactone catalyzed oxidation of pyrrolidines to lactams}, journal = {European Journal of Organic Chemistry}, volume = {2022}, year = {2022}, month = {AUG}, pages = {e202200712}, type = {Article}, abstract = {

Herein, we report an efficient protocol for the synthesis of gamma-lactams from pyrrolidines and oxygen. The strategy follows a two-step process involving an initial generation alpha-amino alkyl radicals from pyrrolidines and oxygen in presence of 4-dimethylaminopyridine (DMAP) followed by trapping of the radical with oxygen species. This protocol demonstrates good functional group acceptance and provides a direct method to access gamma-lactams. The lactam derivatives were obtained in up to 98 \% yield.

}, keywords = {alpha-Amino alkyl radicals, alpha-Angelica lactone, lactams, Oxidation, Pyrrolidines}, issn = {1434-193X}, doi = {10.1002/ejoc.202200712}, author = {Deepake, Siddharth K. and Kumar, Manish and Kumar, Pawan and Das, Utpal} }