Catalytic Asymmetric Addition Reactions of Formaldehyde N,N‑Dialkylhydrazone to Synthesize
Chiral Nitrile Derivatives
Posted on 2020-06-11 - 17:07
A number
of nitrile-containing chiral molecules were synthesized via asymmetric
nucleophilic addition of formaldehyde N,N-dialkylhydrazone as the nitrile equivalent. Chiral N,N′-dioxide/metal salt complexes enabled the asymmetric addition
reactions to both isatin-derived imines and α,β-unsaturated
ketones, generating amino nitriles and 4-oxobutanenitrile derivatives
in good yields with high enantioselectivities. This protocol was highlighted
by avoiding the use of toxic nitrile reagents, wide substrate scope,
and versatile transformations of chiral hydrazone adducts into other
valuable molecules.
CITE THIS COLLECTION
DataCite
3 Biotech
3D Printing in Medicine
3D Research
3D-Printed Materials and Systems
4OR
AAPG Bulletin
AAPS Open
AAPS PharmSciTech
Abhandlungen aus dem Mathematischen Seminar der Universität Hamburg
ABI Technik (German)
Academic Medicine
Academic Pediatrics
Academic Psychiatry
Academic Questions
Academy of Management Discoveries
Academy of Management Journal
Academy of Management Learning and Education
Academy of Management Perspectives
Academy of Management Proceedings
Academy of Management Review
Zhang, Hang; Luo, Yao; Zhu, Chenhao; Dong, Shunxi; Liu, Xiaohua; Feng, Xiaoming (2020). Catalytic Asymmetric Addition Reactions of Formaldehyde N,N‑Dialkylhydrazone to Synthesize
Chiral Nitrile Derivatives. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.0c01857
or
Select your citation style and then place your mouse over the citation text to select it.
SHARE
Usage metrics
Read the peer-reviewed publication
AUTHORS (6)
HZ
Hang Zhang
YL
Yao Luo
CZ
Chenhao Zhu
SD
Shunxi Dong
XL
Xiaohua Liu
XF
Xiaoming Feng
KEYWORDS
4- oxobutanenitrile derivativesnucleophilic additionaddition reactionsnitrile equivalentnitrile-containing chiral moleculessubstrate scopeformaldehyde NSynthesize Chiral Nitrile DerivativesFormaldehyde Nnitrile reagentsisatin-derived iminesCatalytic Asymmetric Addition Reactionschiral hydrazone adducts