Abstract
A new thiourea catalyst is reported for the enantioselective cationic polycyclization of hydroxylactams. Both the yield and enantioselectivity of this transformation were found to vary strongly with the identity of a single aromatic residue on a common catalyst framework, with more expansive and polarizable arenes proving optimal. Evidence is presented for a mechanism in which stabilizing cation?π interactions are a principal determinant of enantioselectivity.
Original language | English (US) |
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Pages (from-to) | 5030-5032 |
Number of pages | 3 |
Journal | Journal of the American Chemical Society |
Volume | 132 |
Issue number | 14 |
DOIs | |
State | Published - Apr 14 2010 |
Externally published | Yes |
All Science Journal Classification (ASJC) codes
- General Chemistry
- Biochemistry
- Catalysis
- Colloid and Surface Chemistry