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Studies of zoanthamine alkaloids. Enantiocontrolled construction of the tetracyclic hemi-aminal core

✍ Scribed by David R. Williams; Guillermo S. Cortez


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
218 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis


A concise enantiocontrolled synthesis of the enamine-aminal heterocyclic core found in the zoantharnine alkaloids is presented. Conjugate addition of a chiral imine provides for excellent diastereofacial selectivity in the generation of the quaterna~. Cgasymmetry of 4.


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Synthetic studies of zoanthamine/norzoan
✍ Naotsuka Hikage; Hironori Furukawa; Ken-ichi Takao; Susumu Kobayashi πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 200 KB

Stereocontrolled construction of the fully functionalized heterocyclic aminal core (CDEFG ring) of the zoanthamine and norzoanthamine family was successfully accomplished from the monocyclic ketoacid which was prepared from ( + )-Wieland-Miescher ketone and D-glutamic acid.