Tetrahedron Letters p. 13 - 16 (1991)
Update date:2022-07-30
Topics:
Gung, Benjamin W.
Smith, Daniel T.
Wolf, Mark A.
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 BF3·Et2O. This is in contrast to the results from other allylstannanes which do not bear a β-methyl group. These observations were rationalized based on a combination of steric and electronic effects.
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