Abstract
An optically active form (≥ 98% ee) of N-(ortho-tert-butylphenyl)-5- methoxymethyl-2-pyrrolidinone 3 having axial chirality was prepared from ortho-tert-butylaniline and (S)-5-(methoxymethyl)butylolactone in short steps and a completely stereoselective manner. The reactions of Li-enolate from lactam 3 with various electrophiles proceeded with 3,5-cis-selectivity.
Original language | English |
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Pages (from-to) | 1949-1952 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 40 |
Issue number | 10 |
DOIs | |
Publication status | Published - 1999 Mar 5 |
Externally published | Yes |
Keywords
- Axial chirality
- Diastereoselective reaction
- Enolate
- Lactam
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry