Unknown

Dataset Information

0

Tandem chain extension-Mannich reaction: an approach to ?-proline derivatives.


ABSTRACT: A zinc carbenoid-initiated chain extension reaction provides access to an organometallic intermediate, which can be used to capture activated imines. Deprotection of the nitrogen and reduction provides access to racemic derivatives of ?-proline. The relative stereochemistry of the ?-proline can be controlled through use of different activating groups on the imine nitrogen.

SUBMITTER: Jacobine AM 

PROVIDER: S-EPMC3489501 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

altmetric image

Publications

Tandem chain extension-Mannich reaction: an approach to β-proline derivatives.

Jacobine Alexander M AM   Puchlopek Angela L A AL   Zercher Charles K CK   Briggs Jon B JB   Jasinski Jerry P JP   Butcher Raymond J RJ  

Tetrahedron 20120717 38


A zinc carbenoid-initiated chain extension reaction provides access to an organometallic intermediate, which can be used to capture activated imines. Deprotection of the nitrogen and reduction provides access to racemic derivatives of β-proline. The relative stereochemistry of the β-proline can be controlled through use of different activating groups on the imine nitrogen. ...[more]

Similar Datasets

| S-EPMC3477294 | biostudies-literature
| S-EPMC3237634 | biostudies-literature
| S-EPMC3178263 | biostudies-literature
| S-EPMC4059224 | biostudies-literature
| S-EPMC2598404 | biostudies-literature
| S-EPMC7880990 | biostudies-literature
| S-EPMC3401335 | biostudies-literature
| S-EPMC5448738 | biostudies-literature
| S-EPMC6384783 | biostudies-literature
| S-EPMC2610808 | biostudies-literature