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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.