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Conformational effects in organoaluminum-promoted pinacol-type rearrangement

โœ Scribed by Keisuke Suzuki; Katsuhiko Tomooka; Masato Shimazaki; Gen-ichi Tsuchihashi

Book ID
104226856
Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
243 KB
Volume
26
Category
Article
ISSN
0040-4039

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๐Ÿ“œ SIMILAR VOLUMES

Asymmetric synthesis of chiral synthons
Asymmetric synthesis of chiral synthons bearing alkynyl group via organoaluminum-promoted pinacol-type rearrangement
โœ Keisuke Suzuki; Takeshi Ohkuma; Mayumi Miyazawa; Gen-ichi Tsuchihashi ๐Ÿ“‚ Article ๐Ÿ“… 1986 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 220 KB

A method is described for the synthesis of chiral alkynyl ketones and alkynols via trimethylaluminum-promoted pinacol-type rearrangement where alkynyl groups behave as "the staying group", followed by stereoselective reduction leading to the latter.

Completely stereospecific 1,2-migration
Completely stereospecific 1,2-migration of alkyl groups in Et2AlCl promoted pinacol-type rearrangement
โœ Gen-ichi Tsuchihashi; Katsuhiko Tomooka; Keisuke Suzuki ๐Ÿ“‚ Article ๐Ÿ“… 1984 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 257 KB

## swnmary: Completely stereospecific 1,2-migration of alkyl groups was achieved in Et2AlCL- prowted pinacoZ-type rearrangement of chiral B-mesyZoxy alcohols to give optically pure aalkyl ketones including both enantiomers of 4-methyl-3-hexanone, an alarm pheromone of ant.