Capped guanidino-α-cyclodextrin first synthesis based on intramolecular Staudinger-Aza-Wittig (SAW) reaction

Cédric Couturier (1, 2) , Florence Dumarcay-Charbonnier (2) , Alexandrine Lambert (2) , Danielle Barth (1) , Alain Marsura (2)

1 LRGP - Laboratoire Réactions et Génie des Procédés
2 SRSMC - Structure et Réactivité des Systèmes Moléculaires Complexes

An intramolecularly promoted SAW reaction between a phosphinimide and an isocyanate intermediate led to an original bridged trisubstituted ((A,C),E)-α-cyclodextrin. The latter was in a second step converted into a new capped (ACE)-(guanidino)-α-cyclodextrin.

Domaines: Chimie

Cédric Couturier, Florence Dumarcay-Charbonnier, Alexandrine Lambert, Danielle Barth, Alain Marsura. Capped guanidino-α-cyclodextrin first synthesis based on intramolecular Staudinger-Aza-Wittig (SAW) reaction. Annales Pharmaceutiques Françaises, 2014, 72 (6), pp.422 - 428. ⟨10.1016/j.pharma.2014.06.004⟩. ⟨hal-01494586⟩