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1,4-Diastereoselectivity in the aldol condensation of methyl ketones

✍ Scribed by Trost, Barry M.; Urabe, Hirokazu


Book ID
126012884
Publisher
American Chemical Society
Year
1990
Tongue
English
Weight
228 KB
Volume
55
Category
Article
ISSN
0022-3263

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Control of diastereoselectivity in the a
✍ Sergio Pinheiro; Marcelo B Lima; Clara B.S.S GonΓ§alves; SΓ©rgio F Pedraza; Floren πŸ“‚ Article πŸ“… 2000 πŸ› Elsevier Science 🌐 French βš– 92 KB

The aldolization of methyl phenylacetate with benzaldehyde in several conditions was studied. While the use of LDA in THF-HMPA gave the anti-aldol, the dibutylboron triflate furnished the syn-aldol in high diastereoselectivity (syn:anti=97:3).