Synthesis of Strictosidine Analogues by Hetero‐Diels‐Alder Reaction and Their Biomimetic Transformation to Indole Alkaloids | Zendy

Tietze LutzF. | Zendy; Bachmann Jürgen | Zendy; Schul Wolfgang | Zendy

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Synthesis of Strictosidine Analogues by Hetero‐Diels‐Alder Reaction and Their Biomimetic Transformation to Indole Alkaloids

Author(s) -

Tietze LutzF.,

Bachmann Jürgen,

Schul Wolfgang

Publication year - 1988

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198809711

Subject(s) - indole test , knoevenagel condensation , chemistry , diastereomer , stereochemistry , transformation (genetics) , biomimetic synthesis , combinatorial chemistry , organic chemistry , biochemistry , catalysis , gene

Strictosidine, a key compound in the biosynthesis of over a thousand alkaloids , has not yet been obtained totally synthetically. The diastereomeric (easily separable) analogues of type 1 have now been prepared by tandem Knoevenagel‐hetero‐Diels‐Alder reaction (R 1 = benzyloxycarbonyl, R 2 = benzyl) and transformed into indole alkaloids.

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