Enantioselective Total Synthesis of the  Melodinus  Alkaloid (+)‐Meloscine | Zendy

Selig Philipp | Zendy; Bach Thorsten | Zendy

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Enantioselective Total Synthesis of the Melodinus Alkaloid (+)‐Meloscine

Author(s) -

Selig Philipp,

Bach Thorsten

Publication year - 2008

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200800693

Subject(s) - enantioselective synthesis , total synthesis , claisen rearrangement , stereochemistry , alkaloid , metathesis , chemistry , natural product , ring closing metathesis , salt metathesis reaction , ring (chemistry) , organic chemistry , catalysis , polymerization , polymer

Enantioselective synthesis in a new light : The template‐controlled [2+2] photocycloaddition leading to product 1 is the first example of this type of reaction in natural product synthesis. In addition, a retro‐benzilic acid rearrangement (→ 2 ), a Claisen rearrangement (→ 3 ), and a ring‐closing metathesis played decisive roles in the synthesis of the alkaloid (+)‐meloscine ( 4 ).

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