2-Alkyl-3-oxo amides were reduced to the corresponding syn-2-alkyl-3-hydroxy amides with high stereoselectivity by zinc borohydride. In the search for new stereoselective reducing agents, T. Nakata and T. .ll Oishi found that the reduction of 4-unsaturated (phenyl or carbon-carbon double bond) 2-alk
Stereoselective reduction of higher sugar enones with zinc borohydride
✍ Scribed by Sławomir Jarosz
- Book ID
- 102994647
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- English
- Weight
- 441 KB
- Volume
- 183
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
The configurations at the new chiral centres in 2b4b were R. The diastereoisomeric S-alcohols (2c-4~) were obtained from the R isomers by a modified Mitsunobu reaction.
📜 SIMILAR VOLUMES
Reduction of a-benzyloxy acetylenic ketones with zinc borohydride afforded the erythro-acetylenic vicinal diols in 95% stereoselectivity, while reduction with K-selectride gave the isomeric threo-diols in 90% stereoselectivity. Repetition of 1,3-chiral transfer reaction by palladium catalyzed allyl
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