Glutarimide Antibiotics. IX. The Stereochemistry of the Dihydrocycloheximides and the Configuration of the Hydroxyl Group of Cycloheximide

Johnson, Francis; Starkovsky, Nicolas A.; Carlson, Alena

doi:10.1021/ja00948a038

Cited by 14 publications

(2 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…(S)-(+)-5 was also prepared from [4R )-4-methyl-6oxoheptanoic acid (9) whose absolute configuration has been determined. 36,37 The absolute stereochemical assignment at the 5 position of these lactones, and, thus, the complete stereochemical assignment of the four 3,5-dimethylvalerolactone enantiomers was established by a detailed analysis of their nmr, 13C nmr, and CD spectra. In addition, the cis and trans lactones 7 and 8, resectively, were shown to possess the half-chair conformations 7A and 8A, respectively.…”

Section: Discussionmentioning

confidence: 99%

Configuration and conformation of cis- and trans-3,5-dimethylvalerolactones

Carroll¹,

Mitchell²,

Blackwell³

et al. 1974

J. Org. Chem.

View full text Add to dashboard Cite

Section: Discussionmentioning

confidence: 99%

Configuration and conformation of cis- and trans-3,5-dimethylvalerolactones

Carroll¹,

Mitchell²,

Blackwell³

et al. 1974

J. Org. Chem.

View full text Add to dashboard Cite

“…Attempts have been made to evaluate the "anonieric effect" in 2-halogeno-tetrahydropyrans, where dipolar interactions may cause halogen to be axial (232!, 44). Also reported are conformational studies of dihydropyrimidine-diones (347,1790) and dihydrocycloheximides (1 050, 1049) , and 4-substituted cyclohexenones (186). Also reported are conformational studies of dihydropyrimidine-diones (347,1790) and dihydrocycloheximides (1 050, 1049) , and 4-substituted cyclohexenones (186).…”

Section: Conformation and Configurationmentioning

confidence: 99%

Nuclear magnetic resonance spectrometry

Heeschen¹

1968

Anal. Chem.

View full text Add to dashboard Cite

The Aldol Condensation

Nielsen

Houlihan²

2011

Organic Reactions

View full text Add to dashboard Cite

The aldol condensation takes its name from aldol (3‐hydroxybutanal) a name introduced by Wurtz who first prepared the beta‐hydroxy aldehyde from acetaldehdye in 1872. The aldol condensation includes reactions producing beta‐hydroxy aldehydes or beta‐hydroxy ketones by self condensations or mixed condensations of aldehydes and ketones as well as reactions leading to alpha, beta‐unsaturated aldehydes or alpha,beta‐unsaturated ketones formed by dehydration of intermediate beta‐aldols or beta‐ketals. The Claisen‐Schmidt condensation is most often taken to be the condensation of an aromatic aldehyde or ketone usually in the presence of a basic catalyst. The term aldol condensation has also been applied to many other condensations involving the reaction of an aldehyde or ketone. These condenations are discussed. The present review includes examples that are solely condensation reactions of aldehydes and ketones.

show abstract

Glutarimide Antibiotics. IX. The Stereochemistry of the Dihydrocycloheximides and the Configuration of the Hydroxyl Group of Cycloheximide

Cited by 14 publications

References 0 publications

Configuration and conformation of cis- and trans-3,5-dimethylvalerolactones

Configuration and conformation of cis- and trans-3,5-dimethylvalerolactones

Nuclear magnetic resonance spectrometry

The Aldol Condensation

Contact Info

Product

Resources

About