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Substituent-control of stereoselectivity in the reaction of allylic tins. Anti-selective lewis acid-promoted reaction toward aldehydes

โœ Scribed by Yutaka Nishigaichi; Noriyuki Ishida; Masahiro Nishida; Akio Takuwa

Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
208 KB
Volume
37
Category
Article
ISSN
0040-4039

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๐Ÿ“œ SIMILAR VOLUMES

Stereospecificity in the Lewis acid prom
Stereospecificity in the Lewis acid promoted allylation reaction of 3,3-disubstituted allyltins toward aldehydes
โœ Yutaka Nishigaichi; Akio Takuwa ๐Ÿ“‚ Article ๐Ÿ“… 1999 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 217 KB

The Lewis acid-promoted reaction of 3,3-disul3stituted allyltins toward aldehydes was found to be stefeospecific; the (E)-reagent gave syn-products and the (Z)-one gave anti-products. This is in contrast to that of 3-mono-su~tituted congeners which are known to react syn-stereoselectively regardless

Reversible stereocontrol in the Lewis ac
Reversible stereocontrol in the Lewis acid promoted reaction of alkoxyaldehydes toward various allyltins
โœ Yutaka Nishigaichi; Akio Takuwa ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 175 KB

In the reactions of variously substituted allyltin reagents toward achiral alkoxyaldehydes, one of the diastereomeric homoallyl alcohols was stereoselectively obtained by the help of BF 3 , while TiCl 4 preferentially gave the other diastereomer, though (E)-and (Z)-3-monoalkylallyltin reagents were