Borane reduction of amido esters
โ Scribed by Kornet, Milton J.; Thio, Poo An; Tan, Sip Ie
- Book ID
- 111980148
- Publisher
- American Chemical Society
- Year
- 1968
- Tongue
- English
- Weight
- 452 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0022-3263
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๐ SIMILAR VOLUMES
Reduction of the 2-methyl-2-p-tolylmalonic monoester (+)-2 with the borane-dimethylsulfide complex took place unexpectedly on the ester function,providing the 8-hydroxy-acid (-)-3. This chemoselective reaction proceeded likely through formation of a six-membered ring monoacyloxyborane intermediate 6
A number of reducing reagents were assessed in the transformation of chlorophosphine boranes to secondary phosphine boranes. The efficiency of the process requires judicious matching between steric and electronic requirements of reductant and the substrate. The stereochemistry of the reduction was i