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Optically Active Chalcogran (2‐Ethyl‐1,6‐dioxaspiro[4.4]nonane)
Author(s) -
Redlich Hartmut,
Francke Wittko
Publication year - 1980
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198006301
Subject(s) - diastereomer , nonane , chemistry , bark (sound) , stereochemistry , sex pheromone , botany , biology , ecology
An example of the use of open‐chain sugar dithioacetals in the synthesis of natural products is seen in reaction of (1) (from D ‐glucose) to give (2 R ,5 RS )‐chalcogran (2) . (2 S ,5 RS )‐ (2) was also prepared. These compounds were required in order to establish what diastereomeric mixtures serve as alarm pheromones in the bark beetle Pityogenes chalcographus (L.) and a close relative.
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