On the [3 + 2] annulation of cyclic allylsilanes with N-phenyltriazolinedione: an enantio- and diastereoselective synthesis of cis-1,3-diaminocyclitols.
Improved conditions were found to trigger [3 + 2] annulation of cyclic allylsilanes with N-phenyltriazolinedione (PTAD); the products from this reaction were readily tailored into cis-1,3-diaminocyclitols in highly enantioenriched form with full stereochemical control of up to four contiguous stereogenic centers.
Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India.
Raudra T
RT
Dey
Tarun K
TK
Sarkar
D000475:Alkenes / Q000737:chemistry*; D054812:Cyclitols / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry*
D000475:Alkenes; D054812:Cyclitols; D012821:Silanes; D014230:Triazoles; C511847:allylsilane