Enantioselective hydrophosphonylation of N-Boc imines using chiral guanidine–thiourea catalysts
Author(s) -
Louis Chassillan,
Yasuhiro Yamashita,
WooJin Yoo,
Martial Toffano,
Régis Guillot,
Shū Kobayashi,
Giang VoThanh
Publication year - 2021
Publication title -
organic and biomolecular chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.923
H-Index - 146
eISSN - 1477-0539
pISSN - 1477-0520
DOI - 10.1039/d1ob01953h
Subject(s) - thiourea , chemistry , enantioselective synthesis , guanidine , catalysis , styrene , polymerization , organic chemistry , combinatorial chemistry , polymer chemistry , polymer , copolymer
The enantioselective hydrophosphonylation of N -Boc imines was investigated using a new family of pseudo-symmetric guanidine-thiourea catalysts, providing α-amino phosphonates in moderate to high yields with good enantioselectivity. The catalyst was heterogenized by polymerization with styrene and the resulting catalyst was applied to reactions under continuous-flow conditions.
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