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Conjugate addition to chiral γ-heterosubstituted δ-lactones as pivotal synthons from L-glutamic acid. Synthesis of an optically active lignan lactone; (−)-hinokinin

✍ Scribed by Hidemi Yoda; Satoshi Naito; Kunihiko Takabe; Nobuo Tanaka; Ken Hosoya


Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
238 KB
Volume
31
Category
Article
ISSN
0040-4039

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✦ Synopsis


Asymmetric induction in conjugate addition of new chiral Yheterosubstituted-a,~-unsaturated 6-lactones from L-glutamic acid was accomplished in high diastereoselectivity with the formation of trans-(R,S)-adducts and was disclosed to serve as a versatile procedure for the asymmetric synthesis of antileukemic lignan lactones.