Extending the toolbox: The title reaction was identified as a chemoselective means to modify azides in peptides and proteins in high yields at room temperature in various solvents including aqueous buffers at physiological pH. In combination with nonnatural protein translation the Staudinger‐phosphite reaction allows the site‐specific incorporation of phosphorylated Tyr analogues in proteins.

The Staudinger reaction of unprotected azido-peptides with silylated phosphinic acids and esters on the solid support offers a straightforward acid-free entry to different phosphonamidate peptide esters or acids under mild conditions in high purity and yield.

A Lewis acid-catalyzed rearrangement of phosphorimidates allows a direct, high-yielding transformation of azides with commercially available phosphites into secondary phosphoramidates.

Hohe Ausbeuten bei Raumtemperatur werden mit der Titelreaktion zur Modifizierung von Peptiden und Proteinen in einer Reihe von Lösungsmitteln, darunter Puffer bei physiologischem pH‐Wert, erzielt. In Kombination mit nichtnatürlicher Proteintranslation ermöglicht die Reaktion die ortsspezifische Einführung phosphorylierter Tyr‐Analoga in Proteine (siehe Schema).

A highly efficient, diastereo-and enantioselective route was developed to access a great variety of lignans. The asymmetric synthesis of the 2,3-disubstituted g-butyrolactones 9a-c could be improved in the case of aldol reactions by employing 2.2 equivalents of LiCl as an additive to provide, after purification, highly diastereo-and enantioenriched starting materials for the synthesis of the furofuran lignans (-)-methyl piperitol, (-)-sesamin, and (-)-aschantin. Furthermore, the g-butyrolactone 15 was converted into dibenzylbutyrolactone lignan (+)-yatein, the dibenzylbutandiol type (+)-dihydroclusin, the tetrahydrofuran type (+)-burseran, and the dibenzocyclooctadiene type (-)-isostegane.