Clemmensen Reduction of a Long Chain β-Ketoester 1
✍ Scribed by Shirley, David A.; Schmidt, Gustav A.
- Book ID
- 127297791
- Publisher
- American Chemical Society
- Year
- 1951
- Tongue
- English
- Weight
- 296 KB
- Volume
- 73
- Category
- Article
- ISSN
- 0002-7863
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Pd(OAc) 2 -catalyzed decomposition of ethyl 2-diazo-4-(4-indolyl)-3-oxobutanoate leads to a tricyclic tetrahydrobenzindole compound formed by a formal C-H insertion reaction. This tricyclic indole rearranges to a novel and thermodynamically more stable naphthalene derivative. Treatment of N-tosyl-pr
## Abstract Diastereomeric reduction of nonactivated, hindered β‐keto and chiral β‐iminoesters are described. The influence of a α‐stereocontrolled center on the efficiency and stereoselectivity of the reduction was studied. Reaction conditions were optimized to synthesize β‐hydroxy‐ and β‐aminoest