Journal article icon

Journal article

A new organocatalytic desymmetrization reaction enables the enantioselective total synthesis of madangamine E

Abstract:

The enantioselective total synthesis of madangamine E has been completed in 30 steps, enabled by a new catalytic and highly enantioselective desymmetrizing intramolecular Michael addition reaction of a prochiral ketone to a tethered β,β′-disubstituted nitroolefin. This key carbon–carbon bond forming reaction efficiently constructed a chiral bicyclic core in near-perfect enantio- and diastereo-selectivity, concurrently established three stereogenic centers, including a quaternary carbon, and p...

Expand abstract
Publication status:
Published
Peer review status:
Peer reviewed

Actions


Access Document


Files:
Publisher copy:
10.1021/jacs.1c12040

Authors


More by this author
Role:
Author
ORCID:
0000-0001-9906-8774
More by this author
Role:
Author
ORCID:
0000-0003-4516-0510
More by this author
Role:
Author
ORCID:
0000-0002-2039-4321
More by this author
Role:
Author
ORCID:
0000-0001-7424-8146
Expand authors...
Honjo International Scholarship Foundation More from this funder
Publisher:
American Chemical Society Publisher's website
Journal:
Journal of the American Chemical Society Journal website
Volume:
144
Issue:
3
Pages:
1407-1415
Publication date:
2022-01-17
Acceptance date:
2021-12-27
DOI:
EISSN:
1520-5126
ISSN:
0002-7863
Pmid:
35037758
Language:
English
Keywords:
Pubs id:
1236431
Local pid:
pubs:1236431
Deposit date:
2022-03-16

Terms of use


Views and Downloads






If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP