Journal article
Bifunctional iminophosphorane catalysed enantioselective sulfa-Michael addition of alkyl thiols to alkenyl benzimidazoles
- Abstract:
- The first enantioselective sulfa-Michael addition of alkyl thiols to alkenyl benzimidazoles, enabled by a bifunctional iminophosphorane (BIMP) organocatalyst, is described. The iminophosphorane moiety of the catalyst provides the required basicity to deprotonate the thiol nucleophile while the chiral scaffold and H-bond donor control facial selectivity. The reaction is broad in scope with respect to the thiol and benzimidazole reaction partners with the reaction proceeding in up to 98% yield and 96:4 er.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Preview, Version of record, pdf, 1.0MB, Terms of use)
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- Publisher copy:
- 10.1039/c8sc01804a
Authors
+ Engineering and Physical Sciences Research Council
More from this funder
- Funding agency for:
- Formica, M
- Grant:
- EP/L015838/1
- Publisher:
- Royal Society of Chemistry
- Journal:
- Chemical Science More from this journal
- Volume:
- 9
- Issue:
- 34
- Pages:
- 6969-6974
- Publication date:
- 2018-07-23
- Acceptance date:
- 2018-07-12
- DOI:
- EISSN:
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2041-6539
- ISSN:
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2041-6520
- Keywords:
- Pubs id:
-
pubs:916023
- UUID:
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uuid:0bcff2af-b6fc-4fd6-b6be-14c10c3f0a6c
- Local pid:
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pubs:916023
- Source identifiers:
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916023
- Deposit date:
-
2018-09-11
Terms of use
- Copyright holder:
- Royal Society of Chemistry
- Copyright date:
- 2018
- Notes:
- © Royal Society of Chemistry 2018. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
- Licence:
- CC Attribution (CC BY)
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