Abstract
Reaction of chiral α,β-unsaturated carboxylic acid derivatives 2a-e derived from camphor pyrazolidinone 1 with thiols affords β-mercaptocarboxylic acid derivatives 3a-e with a wide range of stereoselectivities (up to > 90% de). The stereoselectivity as a function of Lewis acid is described. The auxiliary can be easily recovered from the Michael adducts under mild conditions. (C) 2000 Elsevier Science Ltd.
| Original language | English |
|---|---|
| Pages (from-to) | 6815-6819 |
| Number of pages | 5 |
| Journal | Tetrahedron Letters |
| Volume | 41 |
| Issue number | 35 |
| DOIs | |
| Publication status | Published - 2000 Aug 26 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Lin, C. H., Yang, K. S., Pan, J. F., & Chen, K. (2000). Diastereoselective conjugate addition of thiols to camphor pyrazolidinone derived chiral α,β-unsaturated carbonyls: Synthesis of β-mercaptocarboxylic acid derivatives. Tetrahedron Letters, 41(35), 6815-6819. https://doi.org/10.1016/S0040-4039(00)01157-6