Abstract
The first Bronsted acid catalyzed enantioselective addition of thiols to the in situ generated ortho-quinone methides (o-QMs) is described. Complementary to the chiral amine catalyzed approach, the present reaction employs a chiral phosphoric acid as the catalyst. The readily available o-hydroxybenzyl alcohols serve as the atom-economical precursors of o-QMs to react with tritylthiol with moderate to good efficiency and enantioselectivity under mild conditions.
| Original language | English |
|---|---|
| Article number | st-2015-b0713-c |
| Pages (from-to) | 555-558 |
| Number of pages | 4 |
| Journal | Synlett |
| Volume | 27 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - 1 Mar 2016 |
Bibliographical note
Publisher Copyright:© Georg Thieme Verlag Stuttgart New York.
Keywords
- Bronsted acid
- asymmetric catalysis
- nucleophilic addition
- organocatalysis
- quinone methide
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