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2004
Diastereoselective syntheses
O 0031
Trialkylsilyl Triflates — Practical Diastereoselective Catalysts in Conjugate
Addition Reaction of Silyl Ketene Acetals and α,β-Unsaturated Ketones. —
44- 028 Trialkylsilyl
triflates are shown to act as efficient catalysts in Mukaiyama—Michael
conjugate addition reactions of the title acetals (II) with unsaturated cyclic ketones (I).
Product yields and diastereoselectivity are similar to those obtained with trityl
hexachloroantimonate, however, higher product purities and higher efficiency in tandem reactions [→(VI), (VIII)] are achieved in reactions using the silyl triflates. —
(MICHALAK, K.; WICHA*, J.; Pol. J. Chem. 78 (2004) 2, 205-215; Inst. Org.
Chem., Pol. Acad. Sci., PL-01-224 Warsaw, Pol.; Eng.) — D. Singer
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