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One-pot synthesis of γ-butyrolactones and 4,5-dihydrofurans from α-chloro-α-ketosulfides and olefins

✍ Scribed by Makoto Wada; Takahide Shigehisa; Hiroaki Kitani; Kin-ya Akiba

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
208 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

Lewis acid ( SnC14 ) catalyzed reaction of ethyl a-chloro-a-(p-chlorophenylthio)acetate ( l& ) with several olefins afforded the corresponding ybutyrolactones ('3) in good yields ( 51 -9wo ). Under almost the same conditions, o-(t;butylthio)-o-chloroacetone ( 2 ) reacted with olefins to give the expected 4, 5-dihydrofurans ( 12 ) in moderate yields ( 41 -55% ).

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