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D.A. Evans Transformations Involving the Brook Rearrangement Chem 206 Transformations Involving the Brook Rearrangement intramolecular alkylations may be carried out. Moser. W. H "The Brook ment in Tandem Bond formaton OTMS Rso日 [1, 2 Si RaSi R [12]Si Takeda JACS 1993, 115, 9351: Synlett 1994, 178: SynLett 1997, 255 These reagents are useful homoenolate anion equivalents CH2+) OSiMe3 Evans. d.a Andrews. g. c: Buckwalter. B. JACS 1974. 96 5560 Me? si a Si-Variant: still Mac Donald JAcs 1974. 96 5561 Brook Equilibrium Reich JACS 1980, 102, 1423(see footnote 8) 33] Me3Si SiMe OSiMe3 12]Si THF SiMe Tetrahedron 2001. 57. 2065-2084. footnote 16D. A. Evans Chem 206 Transformations Involving the Brook Rearrangement Moser, W. H. "The Brook Rearrangement in Tandem Bond Formation Strategies," Tetrahedron 2001, 57, 2065-2084 R SiR3 O Li R El(+) R R3Si O R R O R Li R3Si Li El(+) R O R R3Si El [1,2] Si O R R3Si s-BuLi O R R3Si Li O R Li SiR3 O R R3Si El El(+) O R These reagents are useful homoenolate anion equivalents R CH2 (–) O "Metalated Allylic Ethers as Homoenolate Anion Equivalents". Evans, D. A.; Andrews, G. C.; Buckwalter, B. JACS 1974, 96, 5560. Si–Variant: Still & MacDonald JACS 1974, 96, 5561 Brook Equilibrium C OLi Me3Si Ph Ph C O Li Ph Ph SiMe3 THF C OLi Me3Si H Ph C O Li H THF Ph SiMe3 Reich JACS 1980, 102, 1423 (see footnote 8) Reich JACS 1980, 102, 1423 R SiR3 O Li (CH2 )4–I R C OTMS R H3O O + Intramolecular alkylations may be carried out: SiR3 O PhS R OLi OSiMe3 OH R PhS Takeda JACS 1993, 115, 9351; Synlett 1994, 178; SynLett 1997, 255 PhS O LiO SiR3 R [1,2] Si PhS O OSiMe3 R SiR3 O PhS OLi R OSiMe3 OLi R Me3Si PhS LiO SiR3 O R [1,2] Si PhS OSiMe3 O R PhS OSiMe3 OLi R [3,3] Tetrahedron 2001, 57, 2065-2084, footnote 16 Transformations Involving the Brook Rearrangement
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