Catalyst-controlled switch in diastereoselectivities: Enantioselective construction of functionalized 3,4-dihydro-2H-thiopyrano [2,3-b] quinolines with three contiguous stereocenters.

DOI Number:

10.1021/acs.joc.6b02688
Link to literature

Reaction Category:

Cyclization | Cyclization | Further Cyclizations | Henry | Henry | Michael Addition | Sulfa-Michael | Sulfa-Michael Addition

RXNO ID:

RXNO_0000086

Educt:

substituted 2-mercaptoquinoline-3-carbaldehyde, substituted (E)-nitroethene

Product:

substituted (2R,3S,4R)-2-substituted-3-nitro-3,4-dihydro-2H-thiopyrano[2,3-b]quinolin-4-ol

Catalyst:

(8α,9R)-9-butoxy-cinchonan-6′-ol

Cas No:

1320347-20-3

Associated Product from Buchler GmbH:

Cupreine Base

Cas No:

524-63-0