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An anomalous case of diastereofacial selectivity in the addition of chiral allylstannanes to benzaldehyde: is the “inside alkoxy” effect involved?

✍ Scribed by Benjamin W. Gung; Andrew J. Peat; Barbara M. Snook; Daniel T. Smith

Book ID
108381459
Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
291 KB
Volume
32
Category
Article
ISSN
0040-4039

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Remarkable increase in the diastereofaci
Remarkable increase in the diastereofacial selectivity of the addition of β-methyl α-(alkoxy)allylstannane to aldehydes: substituent effects on diastereofacial selectivity
✍ Benjamin W Gung; Daniel T Smith; Mark A Wolf 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 260 KB

Several new chiral allylstannanes were prepared and reacted with aldehydes. Excellent diastereofacial selectivity was observed for the reactions of allylstannane 1 with aldehydes in the presence of BFs\*EtzO. This is in contrast to the results from other allylstannanes which do not bear a emethyl gr