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.
Asymmetric Heck reaction of alkenyl iodides in the presence of silver salts. Catalytic asymmetric synthesis of decalin and functionalized indolizidine derivatives
Sato,Nukui,Sodeoka,Shibasaki
, p. 371 - 382 (2007/10/02)
Decalin derivatives 3 (up to 80% ee) and indolizidine derivative 6 (up to 86% ee) have been synthesized by an asymmetric Heck reaction starting with prochiral alkenyl iodides 1 and 4, respectively. The important role of silver salts in the asymmetric Heck
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.
