Steroide und Sexualhormone. 260. Mitteilung . Limonoide Bitterstoffe V . Untersuchungen zur Stereochemie der C(8)‐Alkylierung von 7‐Oxo‐13,17‐secosteroiden | Zendy

Schlatter HansRudolf | Zendy; Graf Walter | Zendy

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Steroide und Sexualhormone. 260. Mitteilung . Limonoide Bitterstoffe V . Untersuchungen zur Stereochemie der C(8)‐Alkylierung von 7‐Oxo‐13,17‐secosteroiden

Author(s) -

Schlatter HansRudolf,

Graf Walter

Publication year - 1980

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19800630624

Subject(s) - chemistry , alkylation , methyl iodide , stereochemistry , iodide , medicinal chemistry , organic chemistry , catalysis

On the Stereochemistry of the C(8)‐Alkylation of 7‐Oxo‐13,17‐secosteroids It is shown that the title compounds, e.g. 10 , can be alkylated with methyl iodide under strongly basic conditions to afford 8α‐methylated products, e.g. 11 (Scheme 1) . The configuration was assigned by 13 C‐NMR.‐spectroscopy, CD. measurements, and finally proved by a X‐ray crystallographic structure analysis.

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