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Complementary Selectivity in the Alkylation of Chiral Bicyclic Lactam Enolates

✍ Scribed by Roth, Gregory P.; Leonard, Scott F.; Tong, Liang

Book ID
120441819
Publisher
American Chemical Society
Year
1996
Tongue
English
Weight
152 KB
Volume
61
Category
Article
ISSN
0022-3263

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πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Complementary Selec
ChemInform Abstract: Complementary Selectivity in the Alkylation of Chiral Bicyclic Lactam Enolates.
✍ G. P. ROTH; S. F. LEONARD; L. TONG πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 36 KB πŸ‘ 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v

An efficient route to chiral, non-racemi
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Chiral 3-alkyl-3-arylpyrrolidines were prepared from the substituted bicyclic lactams. Stereoselectivity in the alkylation of bicyclic lactams was improved by using an alkyl triflate or tosylate as the electrophile.

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Ratios of the diastereomers 4 and 5 in the alkylation of the endocyclic enolates 3 with chirality at the B-position were highly dependent on the steric bulkiness of R1 and R2. It was clarified that, when the allylic strain considerations are acknowledged in 3, the diastereofacial selection is succes