Rh(II)-catalyzed intramolecular N-H insertion of D-glucose-derived δ-amino α-diazo β-ketoester: Synthesis of pyrrolidine iminosugars

Synlett

Volumn , Issue 4, 2007, Pages 559-562

  Vyavahare, Vinod P ^a   Chattopadhyay, Subrata ^b   Puranik, Vedavati G ^c   Dhavale, Dilip D ^a  

^a UNIVERSITY OF PUNE   (India)

^b BHABHA ATOMIC RESEARCH CENTRE   (India)

^c NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

Alkaloids; Azasugars; Carbohydrates; N H insertion; Pyrrolidines; Rhodium carbenoid

Indexed keywords

2,5 DIDEOXY 2,5 IMINO DEXTRO GALACTITOL; 2,5 DIDEOXY 2,5 IMINO LEVO GLYCERO ALPHA DEXTRO GALACTOHEPTITOL; ALKALOID; CARBENOID; CARBOHYDRATE; DELTA AMINO ALPHA DIAZO BETA KETOESTER; ESTER DERIVATIVE; GLUCOSE; GLYCOSIDASE INHIBITOR; HYDROGEN; IMINE; NITROGEN; PYROGLUTAMIC ACID; PYRROLIDINE DERIVATIVE; RHODIUM; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; HYDROGENOLYSIS; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS;

EID: 33947308758     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-970743     Document Type: Article

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67. 2O): δ = 3.02-3.12 (m, 2 H, H-3), 3.16 (ddd, J = 2.1, 4.2, 8.1 Hz, 1 H), 3.36 (dd, J = 2.7, 9.3 Hz, 1 H), 3.58 (d, J = 13.5 Hz, 1 H), 3.66 (dd, J = 4.5, 11.4 Hz, 1 H), 3.77 (dd, J = 4.5, 11.4 Hz, 1 H), 3.96