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The 2-Benzyloxytetrahydropyranyl group as a chiral auxiliary for the nucleophilic addition to α-alkoxy aldehydes

✍ Scribed by André B. Charette; Christophe Mellon; Mehrnoush Motamedi


Publisher
Elsevier Science
Year
1995
Tongue
French
Weight
251 KB
Volume
36
Category
Article
ISSN
0040-4039

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The nucleophilic ad~tion of Grignard reagents and allyltributyltin to chiral c0-tetrahyckopynmyioxy propanal and butanal drayed from L-fucose and D-arabinose gave the corresponding alcohols with high diastereoselectivity (up to 51% de by 1,6-asymmelric induction and 95% de by 1,5asymmetric induction