A Synthetic Pathway to Either Enantiomer of Merrilactone A | Zendy

Meng Zhaoyang | Zendy; Danishefsky Samuel J. | Zendy

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A Synthetic Pathway to Either Enantiomer of Merrilactone A

Author(s) -

Meng Zhaoyang,

Danishefsky Samuel J.

Publication year - 2005

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.200462509

Subject(s) - desymmetrization , enantiomer , intramolecular force , key (lock) , stereochemistry , computer science , chemistry , ring (chemistry) , enantioselective synthesis , combinatorial chemistry , information retrieval , organic chemistry , catalysis , computer security

A route to enantioenriched merrilactone A was found via intermediate 3 . A degradation pathway in which meso compound 1 is transformed into key intermediate 2 in four steps occurs with full regiocontrol and promising enantiocontrol. A key feature of this reaction sequence is the desymmetrization of 1 through an intramolecular asymmetric ring‐opening reaction.

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