THE NEW FILM BY BEN LEVIN AND SSG 3.6

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REFERENCES

Isayama, S.; Mukaiyama, T. Chem. Lett. 1989, 18, 1071-1074.

Mukaiyama Hydration

Renata, Zhou, and Baran cite this article when describing the transformation of 15 to 16. In Mukaiyama hydration, alcohols can be synthesized from alkenes with the use of molecular oxygen, phenylsilane, and a catalytic amount of Cobalt(II) acetylacetonate. A cobalt peroxide intermediate undergoes a metal exchange reaction with phenylsilane to produce a silylperoxide intermediate, which is in turn converted to an alcohol.

 

REFERENCES CITING THE ARTICLE ABOVE

Farcet, J.; Himmelbauer, M.; Mulzer, J. Org. Lett. 2012, 14, 2195-2197.

Walker, A. J.; Bruce, N. C. Tetrahedron 2004, 60, 561-568.

In both of these articles, authors used Mukaiyama hydration to produce regio- and stereospecific alcohols from alkenes.

 

 

WORKS CITED

Budnik, R. A.; Kochi, J. K. J. Org. Chem. 1975, 41, 1384-1389.

Isayama, S.; Mukaiyama, T. Chem. Lett. 1989, 18, 1071-1074.

Renata, H.; Zhou, Q.; Baran, P. S. Science 2013, 339, 59-63.