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Enantioselective Addition of Chiral Organotitanium Derivatives to Aldehydes

✍ Scribed by Alan G. Olivero; Beat Weidmann; Dieter Seebach

Publisher
John Wiley and Sons
Year
1981
Tongue
German
Weight
224 KB
Volume
64
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Alkoxy‐ and aryloxy‐organotitanium compounds 2–4 derived from (S)‐2‐methyl‐1‐butanol, (R)‐2‐butanol, (‐)‐menthol, quinine, cinchonine, and (S)‐1.1′‐binaphthol are added to aromatic aldehydes to give optically active alcohols 5–10 in enantioselectivities of up to 88% e. e., with nucleophilic transfer of methyl, phenyl, and 1‐naphthyl groups. The Tables 1–3 list the effects of varying the reagents, the substrates, and the reaction conditions of the new asymmetric synthesis.

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