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1,3-Asymmetric induction in the intramolecular [2+2] cycloaddition of alkene-keteniminium salts. Synthesis of (+)-gibberellic acid key intermediate

✍ Scribed by Pil-Jong Shim; Hee-Doo Kim

Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 244 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)02228-x

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✦ Synopsis

Optically active bicyclo[4.2.0]octan-7-ones were synthesized by stereoselective intramolecular [2+2] cycloaddition of alkene-keteniminium salt derived from L-glutamic acid, based on 1,3-asymmelric induction. Synthetic application toward (+)-gibberellic acid key intermediate was also described.

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