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Asymmetric Palladium-Assisted Alkylation of Alkenes

✍ Scribed by Arlette Solladié-Cavallo; Jean-Luc Haesslein

Publisher
John Wiley and Sons
Year
1983
Tongue
German
Weight
744 KB
Volume
66
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Palladium‐promoted alkylation of alkenes using chiral sulfoxide‐containing carbanions and chiral lithiated oxazolines results in asymmetric induction (AI) ranging from 3–5% (1,5 induction), 20–40% (1,3 induction) to 44–52% (1,4 induction). No general trend allowing predictions of results was found. With 1‐hexene, attack at C(1) is almost exclusive but propene gives a mixture of attack at C(1) and C(2). The use of a chiral ligand together with malonate anion also leads to some asymmetric induction (ca. 20%).

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