In:
Advanced Synthesis & Catalysis, Wiley, Vol. 362, No. 23 ( 2020-12-08), p. 5506-5512
Abstract:
We report a polystyrene‐incorporated chiral nickel(II)‐bisdiamine complex, which is accessible on gram‐scale. This metal complex functions as a heterogeneous catalyst for the enantioselective Michael addition between malonates and aliphatic nitroalkenes, and it provides yields and enantioselectivities on par with homogeneous catalysts. Good functional group tolerance is reported for this reaction. Upon recycling, the catalyst achieves significantly higher TONs than previously reported. We demonstrate scalability to multigram‐scale, compatibility with continuous flow production (4.43 gram), and application to the synthesis of the blockbuster drug Pregabalin. Finally, a new tandem reaction is disclosed. magnified image
Type of Medium:
Online Resource
ISSN:
1615-4150
,
1615-4169
DOI:
10.1002/adsc.v362.23
DOI:
10.1002/adsc.202000875
Language:
English
Publisher:
Wiley
Publication Date:
2020
detail.hit.zdb_id:
2041384-1
detail.hit.zdb_id:
2033084-4