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- W2010546683 abstract "Reactions between Bu3SnCHR1CHCHR2 (1; R1 = H, R2 = H or Me; R1, R2 = (CH2)3) and EtCHO in the presence of TiCl4 or Cp2TiCl2 are reported. The compound, Cp2TiCl2, has been found to be an effective Lewis acid catalyst for the allylation of EtCHO using 1 (R1 = H, R2 = Me) and 1 (R1, R2 = (CH2)3) in CH2Cl2 or Et2O solutions at −78°C; the products after hydrolysis are homoallyl alcohols with stereo- and regio-selectivities different from those found for TiCl4− reactions. Reactions with an excess of EtCHO in the presence of TiCl4 give 4-Cl-3-R1-5-R2- 2,6-2Et-tetrahydropyrans (2) via insertions of a second EtCHO into the metal—O bond of the initially produced homoallyl alcoholate: the trans-2 compounds are obtained from threo-EtCH(OM′)CHR2CHCHR1 and cis-2 from erythro- EtCH(OM′)CHR2CHCHR1 (e.g., M′ = TiCl3)." @default.
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- W2010546683 date "1990-08-01" @default.
- W2010546683 modified "2023-09-26" @default.
- W2010546683 title "Formation of homoallyl alcohols and 4-chlorotetrahydropyrans from allyl-stannanes, aldehydes and TiCl4 or Cp2TiCl2" @default.
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- W2010546683 doi "https://doi.org/10.1016/0022-328x(90)85055-4" @default.
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