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William F. Bailey
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(b.
1946)
Postdoctoral Fellow, Yale University, 1974
Postdoctoral Fellow, University of North Carolina, 1973
Ph.D., University of Notre Dame, 1973
B.S., St. Peter's College, 1968
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The research interests of
our group lie in the development of new synthetic methodology
using novel main-group organometallic
chemistry. A major focus of our effort involves
investigation of the synthetic utility of unsaturated
organolithiums and related Group 1 organometallics.
These reactive intermediates, which we have found may
be prepared in virtually quantitative yield by low —
temperature lithium — iodine exchange between t-butyllithium
(t-BuLi) and an appropriate organoiodide, undergo
regiospecific and highly stereoselective cyclization
upon warming. The high degree of stereocontrol inherent
in these anionic cyclizations has led to development
of one step, stereoselective syntheses of simple natural
products and tandem — cyclization strategies for the
preparation of bicyclic and polycyclic structures. A
brief, schematic survey of some of our work in the area
of intramolecular carbolithiation is presented below.
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