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Addition of organocerium reagents to homoallyl alcohols

โœ Scribed by Giuseppe Bartoli; Renato Dalpozzo; Antonio De Nino; Antonio Procopio; Letizia Sambri; Antonio Tagarelli

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
55 KB
Volume
42
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Alkylcerium reagents and hydride ions add to multiple bonds of homoallyl alcohols under mild conditions, leading to saturated alcohols in good yields.

๐Ÿ“œ SIMILAR VOLUMES

Organocerium reagents. Nucleophilic addi
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โœ Tsuneo Imamoto; Yasushi Sugiura; Nobuyuki Takiyama ๐Ÿ“‚ Article ๐Ÿ“… 1984 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 229 KB

Organocerium reagents, prepared from organolithiums and anhydrous cerium (III) chloride, react cleanly with easily enolizable ketones to afford the addition products in good to excellent yields. The nucleophilic addition of Grignard or lithium reagents to carbonyl compounds is undoubtedly one of the

Diastereoselectivity in the addition of
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Chiral non-racemic 4-and 5-oxazolidonecarbaldehydes, typified by 2 and 7, react highly diastereoselectively with organocerium reagents to give moderate to good yields of syn-and anti-alcohols, respectively. Rationalizations for the observed diastereoselectivities are presented. The synthetic potenti