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Asymmetric synthesis of 4,4-disubstituted 2-cyclopentenones from optically active 1-chlorovinyl p-tolyl sulfoxides and cyanomethyllithium with formation of a quaternary chiral center

โœ Scribed by Tsuyoshi Satoh; Masaaki Yoshida; Hiroyuki Ota


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
71 KB
Volume
42
Category
Article
ISSN
0040-4039

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A novel method for the asymmetric synthe
โœ Tsuyoshi Satoh; Masaaki Yoshida; Yasuhiro Takahashi; Hiroyuki Ota ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 411 KB

Enantiomerically pure 1-chlorovinyl p-tolyl sulfoxides having two different substituents at the 2-position were synthesized from unsymmetrical ketones and (R)-(-)-chloromethyl p-tolyl sulfoxide in three steps. Treatment of the 1-chlorovinyl p-tolyl sulfoxides with cyanomethyllithium at -78ยฐC to room