Abstract
Ellman's chiral auxiliary is converted into tert-butylsulfinyl chloride on sulfinamide deprotection with HCl and can be recovered in high yield upon treatment with ammonia. The enantiopure auxiliary can be obtained by trapping the sulfinyl chloride with a chiral alcohol followed by treatment of the resulting sulfinate ester with LiNH2. (C) 2009 Elsevier Ltd. All rights reserved.
Original language | English |
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Pages (from-to) | 3482-3484 |
Number of pages | 3 |
Journal | Tetrahedron Letters |
Volume | 50 |
Issue number | 26 |
DOIs | |
Publication status | Published - 1 Jul 2009 |
Keywords
- Ellman's auxiliary
- tert-Butylsulfinamide
- Sulfinimines
- Deprotection
- Cleavage
- Dynamic kinetic resolution
- DYNAMIC KINETIC RESOLUTION
- ASYMMETRIC-SYNTHESIS
- SULFINYL CHLORIDES
- BUTANESULFINYL IMINES
- BIS-SULFOXIDES
- AMINES
- DAG
- SULFINIMINES
- COMBINATIONS
- SULFINAMIDES