Abstract
Organophosphines play an important role in the field of organic synthesis, especially as ligands in transition metal catalysis. However, the synthesis of organophosphines with various functional groups still has many difficulties due to limitations in phosphorus-carbon bond formation. In this review, recent advances in the syntheses of organophosphines having various functional groups by using silylphosphines under mild conditions are described. Sterically protected silylphosphines are effectively applied to selective formations of several types of carbon-phosphorus bond, via three types of adequate activations; activation of a phosphorus-silicon bond of a silylphosphine by means of a fluoride, nucleophilic attack to the electrophile activated by a Lewis acid, and a transition-metal catalyzed activation of phosphorus-silicon bond. One successful application of a stepwise functional phosphine synthesis is also described.
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