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An efficient asymmetric synthesis of (-)-lupinine.

Abstract:
The asymmetric synthesis of (-)-lupinine was achieved in 8 steps, 15% overall yield and >99 : 1 dr from commercially available starting materials. The strategy used for the construction of the quinolizidine scaffold involved reaction of an enantiopure tertiary dibenzylamine via two sequential ring-closures which both occurred with concomitant N-debenzylation.
Publication status:
Published

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Publisher copy:
10.1039/c4cc02135e

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
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Publisher:
Royal Society of Chemistry
Journal:
Chemical Communications
Volume:
50
Issue:
61
Pages:
8309-8311
Publication date:
2014-08-01
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
Source identifiers:
471119
Language:
English
Pubs id:
pubs:471119
UUID:
uuid:57f73666-38a4-4ec8-a5b5-e09a6f238d2d
Local pid:
pubs:471119
Deposit date:
2014-07-22

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