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First atroposelective total synthesis of enantiomerically pure ancistrocladidine and ancistrotectorine

Abstract:

The first regio‐ and stereoselective total synthesis of the axially chiral 7,3′‐coupled naphthylisoquinoline alkaloids ancistrocladidine (1) and ancistrotectorine (2) has been described. Both possess a 7,3′‐coupled axis, which before now, was difficult to attain synthetically. Moreover, target 2 has a sensitive relative cis‐array of the two methyl groups at C1 and C3 in the tetrahydroisoquinoline part. The key step in the chosen strategy was the construction of the biaryl axis in accordance w...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/chem.201600701

Authors


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Role:
Author
ORCID:
0000-0002-8571-4023
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Institution:
University of Oxford
Division:
Medical Sciences
Department:
Nuffield Department of Medicine; Target Discovery Institute
Role:
Author
Publisher:
Wiley Publisher's website
Journal:
Chemistry Journal website
Volume:
22
Issue:
28
Pages:
9792-9796
Publication date:
2016-06-06
Acceptance date:
2016-06-06
DOI:
EISSN:
1521-3765
ISSN:
0947-6539
Pubs id:
pubs:863178
URN:
uri:4d0fcdee-e2f4-459e-9bb2-b1dacfa5a479
UUID:
uuid:4d0fcdee-e2f4-459e-9bb2-b1dacfa5a479
Local pid:
pubs:863178

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