88109-06-2Relevant articles and documents
Nonsymmetrical azocarbonamide carboxylates as effective Mitsunobu reagents
Furkert, Daniel P.,Breitenbach, Benjamin,Juen, Ludovic,Sroka, Ina,Pantin, Mathilde,Brimble, Margaret A.
supporting information, p. 7806 - 7809 (2015/02/02)
A family of nonsymmetrical Mitsunobu reagents possessing both dialkyl amide and ester substituents was developed. These new reagents were readily prepared in a single pot from inexpensive, commercially available materials by using a scalable and environmentally friendly procedure. They were shown to exhibit activity parallel to that of diethyl azodicarboxylate/diisopropyl azodicarboxylate in a wide variety of Mitsunobu reactions. Importantly, the acyl hydrazine reaction byproducts were readily separable from the crude mixture by standard aqueous workup. In addition, the discovery of effective nonsymmetrical Mitsunobu reagents offers new directions for the ongoing development of this important reaction.
Reaction of N-trityl amino acids with BOP: Efficient synthesis of t-butyl esters as well as N-trityl serine- and threonine-β-lactones
Sliedregt, Karen M.,Schouten, Arie,Kroon, Jan,Liskamp, Rob M.J.
, p. 4237 - 4240 (2007/10/03)
Upon exposure to methoxymethylamine and BOP, the stable hydroxybenzotriazolyl amide of TrPheOH was isolated instead of the expected Weinreb amide. This amide behaves as an active amide similar to the Weinreb amide and could be used, among others, for the
Total Synthesis of Enterobactin via an Organotin Template
Shanzer, Abraham,Libman, Jacqueline
, p. 846 - 847 (2007/10/02)
A novel synthesis of the natural iron carrier enterobactin, based on a single step conversion of the tritylated serine β-lactone (1) into the enterobactin skeleton (3) via the use of a cyclic organotin compound as a template, is described.
