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3‐Chlor‐4,5‐dihydrofuran ‐ ein nützlicher Synthesebaustein
Author(s) -
Schlosser Manfred,
Schaub Bruno,
Spahic Bojana,
Sleiter Giancarlo
Publication year - 1973
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.19730560705
Subject(s) - chemistry , metalation , butyllithium , reagent , electrophile , ring (chemistry) , medicinal chemistry , stereochemistry , organic chemistry , catalysis
3‐Chloro‐4,5‐dihydrofuran can be easily substituted in the 2‐position by metalation with butyllithium followed by treatment with an electrophilic reagent. The resulting derivatives may be dehalogenated to give compounds where the original ring structure is either retained or opened. In the latter case alk‐3‐yne‐1‐ols, and 1‐hydroxy‐4‐alkanones are formed.