Abstract
A highly enantioselective Meerwein-Schmidt-Ponndorf-Verley (MSPV) reduction of N-phosphinoyl ketimines by (BINOL)AlIII/2-propanol is reported. Yields ranging between 79 and 85% with high enantiomeric excesses (93-98%) are observed for a wide range of structurally diverse ketimines. A [2.0.4] bicyclic chelation model is proposed to account for this high selectivity.
Original language | English (US) |
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Pages (from-to) | 1229-1232 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 8 |
Issue number | 6 |
DOIs | |
State | Published - Mar 16 2006 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry