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A lithiation approach to cordycepin analogues variously substituted at the C‐8 position
Author(s) -
Hayakawa Hiroyuki,
Tanaka Hiromichi,
Sasaki Keiko,
Haraguchi Kazuhiro,
Saitoh Takafumi,
Takai Fumi,
Miyasaka Tadashi
Publication year - 1989
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570260133
Subject(s) - chemistry , cordycepin , wittig reaction , electrophile , derivative (finance) , position (finance) , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , biochemistry , finance , financial economics , economics
Several 8‐substituted cordycepins were prepared via LDA lithiation of 2′,5′‐bis‐ O ‐( t ‐butyldimethylsilyl)‐cordycepin and successive reactions of its C‐8 lithiated species with various types of electrophiles. Wittig reaction of the 8‐formyl derivative was also examined.