Shorter and modular synthesis of hemicryptophane-tren derivatives.

Authors :: Chatelet B
Payet E
Perraud O
Dimitrov-Raytchev P
Chapellet LL
Dufaud V
Martinez A
Dutasta JP
Source :: Organic letters [Org Lett] 2011 Jul 15; Vol. 13 (14), pp. 3706-9. Date of Electronic Publication: 2011 Jun 10.
Publication Year :: 2011
Abstract: Hemicryptophanes are host molecules with many applications as supramolecular catalysts or in ion selective recognition. A very convenient and efficient modular approach for the synthesis of hemicryptophane-tren (tren, tris(2-aminoethyl)-amine) derivatives has been developed. For instance, hemicryptophane 1 was synthesized at the gram scale in four steps from vanillyl alcohol compared to the previous seven-step procedure. The size, shape, and functionalities of the molecular cavity were also easily modified.<br /> (© 2011 American Chemical Society)