8396. Schwartz's Reagent

Description and references

Hydrozirconation reducing agent for a range of unsaturated compounds. Prepn: P. C. Wailes, H. Weigold, J. Organomet. Chem. 24, 405 (1970); with high yield: S. L. Buchwald et al., Tetrahedron Lett. 28, 3895 (1987); in situ prepn: B. H. Lipshutz et al., ibid. 31, 7257 (1990). Stereoselectivity: E. Cesarotti et al., Inorg. Chim. Acta 64, L207 (1982). Use as general reducing agent: J. Schwartz, J. A. Labinger, Angew. Chem. Int. Ed. 15, 333 (1976); reduction of halides in presence of triethylborane, q.v.: K. Fujita et al., J. Am. Chem. Soc. 123, 3137 (2001); in silylation of alkenes: J. Terao et al., Tetrahedron 60, 1301 (2004). Review of applications in phosphorous chemistry: J.-P. Majoral et al., Ber. 129, 879-886 (1996); of mechanism and reduction of amides: J. M. White et al., Chem. Innovation 30, 23-28 (2000).

Properties