151983-41-4Relevant articles and documents
Asymmetrie synthesis of unsaturated monocyclic and bicyclic nitrogen heterocycles
Nomura, Hiroshi,Richards, Christopher J.
supporting information; experimental part, p. 2892 - 2895 (2009/12/06)
Hydrolysis of scalemic trichloroacetamides Cl3CCONHCH(R) CHCH2 and allylatlon, or acylatlon with but-3-enoic acid, followed by ring-closing metathesis resulted In the formation of unsaturated pyrrolidine and piperidine building blocks. These were employed in the synthesis of (S)-coniine (R = Pr) and a formal synthesis of (+)-anlsomycln (R = p-MeOC 6H4). Extension of this methodology with R = CH 2CHCH2 employing two ring-closing metatheses resulted In the synthesis of unsaturated quinolizidinone and indolizidinone frameworks.
Catalytic asymmetric synthesis of a functionalized indolizidine derivative. A useful intermediate suitable for the synthesis of various glycosidase inhibitors
Nukui, Seiji,Sodeoka, Mikiko,Shibasaki, Masakatsu
, p. 4965 - 4968 (2007/10/02)
Indolizidine derivative 7 has been sythesized in up 86% ee by an asymmetric Heack reaction (Pd(O)-BPPFOH, Ag-exchanged zeolite) starting with prochiral alkenyl iodide 5. Conversion of 7 to δconiceine (9) is also described.
