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Absolute Konfiguration von Azafrin

✍ Scribed by Walter Eschenmoser; Conrad Hans Eugster

Publisher
John Wiley and Sons
Year
1975
Tongue
German
Weight
334 KB
Volume
58
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

By using complementary and selectively acting reagents (TiCl~4~ and sulfurane 16), azafrin, the main carotenoid in the rhizomes of Escobedia scabrifolia, has been shown to have the (5__R__:6__R__)‐configuration. Reaction of azafrinaldehyde (4) with (Ph~3~P)~3~RhCl leads to a mixture of 5 and 6, the latter arising probably through elimination of acetylene and recarbonylation.

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