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Asymmetric synthesis of the ab-ring of aklavinone
Journal article   Peer reviewed

Asymmetric synthesis of the ab-ring of aklavinone

Franklin A. Davis and Anil Kumar
Tetrahedron letters, v 32(52), pp 7671-7674
1991

Abstract

A formal synthesis of the AB-ring of aklavinone 3 was achieved via the asymmetric synthesis of diol 8 prepared in three steps from tetralone 5. The crucial step involved the asymmetric hydroxylation of 5 in ≥ 95% ee using (camphorylsulfonyl)oxaziridine derivative (+)- 4b. A formal synthesis of the AB-ring of aklavinove 3 was achieved via the asymmetric synthesis of diol 8. The crucial step involved the asymmetric hydroxylation of the tetralone lithium enolate in ≥ 95% ee using (camphorylsulfonyl)oxaziridine derivative (+)- 4b.

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Web of Science research areas
Chemistry, Organic
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