A highly diastereo- and enantioselective synthesis of multisubstituted cyclopentanes with four chiral carbons by the organocatalytic domino Michael-Henry reaction.
Highly functionalized cyclopentanes with four stereogenic carbons including two quaternary stereocenters have been synthesized in excellent yields (90-95%) with complete diastereoselectivities and excellent enantioselectivities (88-96% ee) by the organocatalyzed asymmetric domino Michael-Henry reaction.
Tan
Bin
B
Division of Chemistry & Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371, Singapore.
Chua
Pei Juan
PJ
Zeng
Xiaofei
X
Lu
Min
M
Zhong
Guofu
G
D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D005027:Ethylene Oxide / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D014050:Toluene / Q000737:chemistry*
D003517:Cyclopentanes; D014050:Toluene; D002244:Carbon; D005027:Ethylene Oxide