Journal of Organic Chemistry p. 483 - 485 (1991)
Update date:2022-07-29
Topics:
Marshall, James A.
Luke, George P.
BF3*OEt2-promoted additions of the (S)-(γ-alkoxyallyl)stannane 3-(S) to the (R)-α-alkoxy aldehydes 13 and 18 affords the syn adducts 14 and 19 with greater than 90:10 diastereoselectivity.With MgBr2 as the catalyst addition to the (S)-α-alkoxy aldehyde 4 is most selective (97:3) with the (S)-(γ-alkoxyallyl)stannane 3-(S) whereas BF3-promoted addition to 4 is most selective (92:8) with the R enantiomer 3-(R).
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