4-Tributylstannyl-5-substituted-pyrrolin-2-ones are prepared through the addition of tributylstannyl cyano cuprate to enantiomerically enriched N-protected ?-amino acetylenic esters. The regio- and stereoselectivity of the addition is discussed as a function of the substrates and of the reaction conditions. Cyclization of the (E)-isomers to the corresponding 4-stannylated pyrrolin-2-ones is reported

Stannylcuprationof chiral gamma-amino acetylenic esters: stereocontrolled synthesis of 3-tributylstannyl gamma-amino (E)-alkenoates as precursors of 4-stannylated pyrrolinones

Reginato Gianna;Mordini Alessandro;
1998

Abstract

4-Tributylstannyl-5-substituted-pyrrolin-2-ones are prepared through the addition of tributylstannyl cyano cuprate to enantiomerically enriched N-protected ?-amino acetylenic esters. The regio- and stereoselectivity of the addition is discussed as a function of the substrates and of the reaction conditions. Cyclization of the (E)-isomers to the corresponding 4-stannylated pyrrolin-2-ones is reported
1998
Addition reaction
Amino acids and derivatives
Copper and compounds
Coupling reactions
Cyclisation
Kainoids
Pyrrolinones
Regiocontrol
Stereocontrol
Tin and compounds
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/207897
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? ND
social impact