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New route to the synthesis of the illudane skeleton by Michael–Michael-elimination reaction

✍ Scribed by Kazuo Tokuzaki; Yasuhiro Kanemitu; Takehiko Yoshimitsu; Hiroto Nagaoka

Book ID
104210611
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
162 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

A new route to the synthesis of an optically active illudane skeleton from (R)-(^)-pantolactone ( 4) is established. The tricyclic ring system was constructed by Michael±Michael-elimination reaction of the enolate of (3S,5R)-3-(tert-butyldimethylsilyloxy)-5-methoxymethyloxy-1-propionylcyclopentene (10) with ethyl cyclopropylidenacetate (3).

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