Synthesis of (+)-Elaeokanine A and (+)-Elaeokanine C Based upon a Novel Approach Involving Diastereoselective, Nucleophilic Addition to N-Acyliminium Ion and Retro Diels-Alder Reaction

DOI: 10.1016/S0957-4166(00)80260-8

Source and publish data:

Tetrahedron Asymmetry p. 535 - 538 (1992)

Update date:2022-08-29

Topics:

Authors:

Arai, Yoshitsugu

Kontani, Tohru

Koizumi, Toru

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Article abstract of DOI:10.1016/S0957-4166(00)80260-8

An asymmetric synthesis of Elaeocarpus alkaloids, (+)-elaeokanine A and (+)-elaeokanine C is described.The key steps involve an asymmetric Diels-Alder reaction of a chiral sulfinyl dienophile, diastereoselective nucleophilic addition to the acyliminium ion and retro Diels-Alder reactions.

Full text of DOI:10.1016/S0957-4166(00)80260-8

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