Journal article
Asymmetric syntheses of 3-deoxy-3-aminosphingoid bases: approaches based on parallel kinetic resolution and double asymmetric induction
- Abstract:
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The asymmetric syntheses of a range of N- and O-protected 3-deoxy-3-aminosphingoid bases have been achieved using two complementary approaches. dl-Serine was converted to a racemic N,N-dibenzyl-protected γ-amino-α,β-unsaturated ester which was resolved using a parallel kinetic resolution (PKR) strategy upon reaction with a pseudoenantiomeric mixture of lithium (R)-N-benzyl-N-(α-methylbenzyl)amide and lithium (S)-N-3,4-dimethoxybenzyl-N-(α-methylbenzyl)amide, giving the corresponding enantio- ...
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- Publication status:
- Published
- Peer review status:
- Peer reviewed
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- Files:
-
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(Preview, Accepted manuscript, pdf, 490.9KB, Terms of use)
-
- Publisher copy:
- 10.1021/acs.joc.7b02233
Authors
Bibliographic Details
- Publisher:
- American Chemical Society
- Journal:
- Journal of Organic Chemistry More from this journal
- Volume:
- 82
- Issue:
- 23
- Pages:
- 12447–12466
- Publication date:
- 2017-10-12
- Acceptance date:
- 2017-10-12
- DOI:
- EISSN:
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1520-6904
- ISSN:
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0022-3263
- Pmid:
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29022337
Item Description
- Language:
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English
- Pubs id:
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pubs:742471
- UUID:
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uuid:c75920f7-1e7d-4868-a333-d62646aa6248
- Local pid:
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pubs:742471
- Source identifiers:
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742471
- Deposit date:
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2017-11-03
Terms of use
- Copyright holder:
- American Chemical Society
- Copyright date:
- 2017
- Notes:
- Copyright © 2017 American Chemical Society. This is the accepted manuscript version of the article. The final version is available online from American Chemical Society at: https://doi.org/10.1021/acs.joc.7b02233
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