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Reaktionen mit Phosphinalkylenen, XL. Eine Aufbausequenz für Acetylene aus Aldehyden
Author(s) -
Bestmann Hans JüRgen,
Li Kedong
Publication year - 1982
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19821150249
Subject(s) - chemistry , wittig reaction , medicinal chemistry , acetylene , lithium (medication) , phosphine , butyllithium , metalation , aldehyde , organic chemistry , catalysis , medicine , endocrinology
Reactions with Phosphine Alkylenes, XL. A Sequence for the Preparation of Acetylenes Starting from Aldehydes Reaction of aldehydes 1 with CBr 4 /P(C 6 H 5 ) 3 gives rise to formation of 1,1‐dibromoolefins 2 which are converted by treatment with butyllithium into the lithium acetylides 7 . On the other side, aldehydes 5 are transformed by Wittig reaction into olefins 3 which are hydroborated to give trialkylboranes 9 . Reaction of 7 + 9 followed by treatment with I 2 yields acetylenes 11 .
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