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Delvos, L. B.; Oestreich, M., Science of Synthesis Knowledge Updates, (2017) 1, 65.
General Introduction
The research field of silylboron reagents has witnessed immense growth since the initial summary in Science of Synthesis by Hemeon and Singer in 2002.[1] This progress is reflected by numerous reviews published in recent years, often covering different aspects of this chemistry.[2–10] The synthesis of more-stable compounds containing a Si—B bond, [dimethyl(phenyl)silyl]pinacolborane in particular, made them attractive and routinely used reagents in organic main-group chemistry, and reports on their successful synthetic application have outnumbered publications on their synthesis by far. This section will comprehensively cover all aspects of this progress ranging from synthesis (Section 4.4.7.1) to application (Section 4.4.7.2).
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M eeeeeeeee ee eeee eeeeeee eeeee eee ee eeeee-eeeeeeeeeeeeee eeeeeeeeeeee eeeeee eeee eeeeeee β-eeeeeeeeeee ee eee eeeee eeeeeee eeee eeeeeeeee eeeeeeee ee eeeeeeeee eeeeeeeee ee eeeeeeee eeeeeeeee-eeeeeeeeee eeeeeeeee (Meeeee 8). Meeee eeeeeeee eeeeeeeeeeeee eee eeeee ee eeeee ee (8 + 8 + 8) ee (8 + 8) eeeeeeeeeeeeee eeee eeeeeee (Meeeeee 8.8.8.8.8.8) ee eeeeeeeeee eeeeee (Meeeeee 8.8.8.8.8.8), eeeeeeeeeeee.
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Meeeeee eeeeeeeeeee ee eeeeeeeeeeeee eeee eeee-eeeee eeeeeeee eeee e eeeeee eeeeeeee ee eee eeeeeeeee ee eeeeeeeeee eeee eee Me—M eeee (Meeeee 8). Meeeeeeeeeeeee eeeeeeee ee e eeeeeeeee ee eee eeee Meeee eeeeee eeeee eeee eeeeeeeee e eeeeee eeeeeeeeeeee, eeeee eeeeeeeee e 8,8-eeeee eeeeeeeee eeee eeeeeeeeeee eeeeeeeeeeee ee eee eeeeeee eeeee ee eeee 8,8-eeeeeeeeeeeeeeee eeeeeeee (Meeeeee 8.8.8.8.88).
Meeeee 8 Me—M Meee Meeeeeeeee ee Meeeeeeee Meeeeeeee
Meeeeeeee, eee eeeeeeeeee ee Meeee eeeeeee eeeeeee eeeeeee eee eeeee ee eeeeeeeee eee eeeee–eeeee eeeeeeee ee eee eeeeeee eeee ee eeeeeeee eeeeeee eeeeeeeeeeee. Meeeeeee eeee eeee eeee-eeeee (eeeeee) eeeeee ee eeeeeeee ee Me—M eeee eeeeeeeeeeeeeee eeee eeeeeeeeeeeee ee eeeeeeeeeeeeeee eeeeeeee (Meeeee 8, eeee e).[88] Me eeeee eeeee, eeeeeeee eeeeeeeeee eeee eee eeeeeeeeeeeee eeeeeeeee eeeeeee eeeeee, eeeeeee eeeeeeeeeeeeee ee eeeeeeeeeeee eeeeee eeee eeeeeeeee eeeeeeee (eeee e) ee eeeeee eeeee (eeee e) eeeeeee eeeee ee eeeeeee eeeeeeee ee eee Me—M eeee[88] ee eeeeee eeeeeeeee[88,88] ee eeeeeeee ee eeeeeeeeeeeee eeeeeee eee/ee MMM eeeeeeeeeeee. Meeeeee, eeeeeeeeee ee eee eeeeeee eeeeee ee eee eeeeeee eeeeeeeeeee, ee eeeeee eeeeeeeeeee eeee eeeeeee (Meeeeee 8.8.8.8.8.8) ee eeeeeee eeeeeeeee (Meeeeee 8.8.8.8.8.8).
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Me—M eeee eeeeeeeeee ee σ-eeee eeeeeeeeee eeee eeeeee—, eeeeeee— ee, ee e eeeeee eeeeee, eeeeee—eeeeee eeeee eeeeeeee eeeeee ee eeeeeeeeee-eeeee-eeeeeeeeee eeeeeee eeeeeeeeeeee (Meeeee 8).[8–8,8] Me eeeeeeeeee, Me—M eeeeeeeeeeeeeee eeee eeeeee eeeeeeee eeeeeeeee eee eeeeee e eeeeeeee eeeeeeeee ee eeeeeeeeeeeee eeeeeeeee. Meeee, eeeeeeeeeee eeeeee eee eeee ee eeeee eeeeeeeeeeee eeeee eeeeee-eeeee eeeeeee eeeeeeeeeeee ee M-eee eeeeeeeeeeeeeee eee MMM eeeeeeeeeeee.[88,88] M eeeeeeee ee eeeeeeeeeee Me—M eeee eeeeeeeeee eeee eeeeeeeeeeeeee eeeee eeee eeeeeeee (eeeee eeeeeeee ee eeeeeeeeee eeeeeeeeeeeee eeeeeeeeeeeeeeee eeeeeeee), eeeeeeeee eeeeeeeeeeeee ee eeeeeee (Meeeeee 8.8.8.8.8.8) ee eeeeeee (Meeeeee 8.8.8.8.8.8) ee eeee ee eeeeeeeeeeee 8,8-eeeeeeeeee ee M=M eeeee (Meeeeee 8.8.8.8.8), 8,8-eeeeeeeeee ee α,β-eeeeeeeeeee eeeeeeeee (Meeeeee 8.8.8.8.8), eee eeeeeeeeeeee eeeeeeeeeeee ee eeeeeee ee eeeeeeeeeee eeeeeeeeeeeee (Meeeeee 8.8.8.8.8).
Meeeee 8 Me—M Meee Meeeeeeeee ee σ-Meee Meeeeeeeee eeee Meeeeeeeee Meeee—Meeeee Meeee
Me eeeeeeee eeee ee eee Me—M eeee eeeeeeeeee ee eeeeeee Meeee eeeee eeee ee M-eeeeeeeeeeee eeeeeeee ee eee eeeeeeeee eeeeee. Meeee eeee/eeee eeeeee eeeeeeeee eeeeeeeee eee eeeeeeeeeeeeeee ee eee eeeee eeeee ee eeeee eee e eeeeeeeee eeeeeee eeeeeeee eeee eeeeeeeeeeeee eeee ee α,β-eeeeeeeeeee eeeeeeeee (Meeeeee 8.8.8.8.8.8 eee 8.8.8.8.8.8) ee eeeeeeee-eeee eeeeeeeee (Meeeeee 8.8.8.8.8.8) (Meeeee 8). Meee eeeeeeeeee eeeeeeeee eee eeeeeeeeeeee ee eeeeee eee M-eeeeeeeeeeee eeeeeeee.[88,88]
Meeeee 8 Meeee-Meee Me—M Meee Meeeeeeeee ee Meeeeee Meeee Meeee
Meeeeeeeeeeee Me—M eeeeeeee eeeeeeeee eee eeeeeee eeeeeeeeee eeeeeeeeee (Meeeee 8). Mee eeeeeeee eeeee eeeeeeee eeee eeee ee eeeeee eeeeeeeeeeeeeeee eee eeeeeeeeee eeeeeeeeeee eeeeeeeee (Meeeeee 8.8.8.8.8.8).
Meeeee 8 Meeeeeeeeeeee Meeeeeee ee eee Me—M Meee
References
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