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Acyclic stereoselection. III. Synthesis of threo-3-hydroxy-2-methylcarboxylic acids

โœ Scribed by Charles T. Buse; Clayton H. Heathcock


Book ID
104245693
Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
179 KB
Volume
19
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


We have been interested in developing highly stereoselective syntheses of B-hydroxycarbonyl compounds which may be applicable to the total synthesis of macrolides, and have recently reported an effective route to erythro-3-hydroxy-


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Stereoselective synthesis of ฮฒ-hydroxy-ฮฑ
โœ Masahiro Hirama; Satoru Masamune ๐Ÿ“‚ Article ๐Ÿ“… 1979 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 199 KB

Both threo-and erythro-8-hydroxy-u-methylcarboxylic acid thiol esters are stereoselectively synthesized through an aldol-type condensation of vinyloxyboranes derived formally from S-tertbutyl propanethioate. The basic carbon skeletons of many macrolide antibiotics are biosynthesized through a serie