Proline catalyzed sequential alpha-amination/ Prins/ Ritter amidation of aldehydes: new method of construction of tetrahydropyran units
| Title | Proline catalyzed sequential alpha-amination/ Prins/ Ritter amidation of aldehydes: new method of construction of tetrahydropyran units |
| Publication Type | Journal Article |
| Year of Publication | 2019 |
| Authors | Ahuja, B, Gadakh, S, Sudalai, A |
| Journal | Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry |
| Volume | 58 |
| Issue | 9 |
| Pagination | 1019-1028 |
| Date Published | SEP |
| Type of Article | Article |
| ISSN | 0376-4699 |
| Keywords | alpha-aminoxylation, organocatalysis, Proline catalyzed, sequential, tetrahydropyran unit |
| Abstract | An efficient ``one-pot'' synthetic method toward highly substituted tetrahydrofuran (THP) units is reported. The key transformation involves an atom-efficient sequential proline catalyzed alpha-amination of aldehydes to give alpha-aminated aldehydes in situ and the subsequent cyclomerization with homoallylic alcohols under Prins/Ritter conditions. Notably, this method provides access to enantiopure 1,2-syn and 1,4-anti diamino alcohols via reductive ring opening of THP units. |
| Type of Journal (Indian or Foreign) | Indian |
| Impact Factor (IF) | 0.509 |
Divison category:
Chemical Engineering & Process Development