Total Synthesis of (±)‐Decursivine | Zendy

Leduc Andrew B. | Zendy; Kerr Michael A. | Zendy

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Total Synthesis of (±)‐Decursivine

Author(s) -

Leduc Andrew B.,

Kerr Michael A.

Publication year - 2007

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200600922

Subject(s) - chemistry , aldol reaction , natural product , adduct , total synthesis , substrate (aquarium) , organic chemistry , indole test , boron , borylation , aldol condensation , combinatorial chemistry , stereochemistry , catalysis , oceanography , alkyl , aryl , geology

The first preparation of the antimalarial natural product decursivine is described. A Diels–Alder/Plieninger indolization protocol allows convenient preparation of the indole 15 which, in turn is a suitable substrate for a boron–enolate aldol reaction with piperonal ( 16 ). The resulting adduct 14 is transformed efficiently to the natural product. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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