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Enantioselective Construction of Pyrimidine‐Fused Diazepinone Derivatives Bearing a Tertiary Stereogenic Center Enabled by Iridium‐Catalysed Intramolecular Allylic Substitution
Author(s) -
Jiang Xiaoding,
Pan Bendu,
Qian Xu,
Liang Hao,
Zhang Yaqi,
Chen Bin,
He Xiaobo,
Chan Hoi Shan,
Chan Albert S. C.,
Qiu Liqin
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202100444
Subject(s) - stereocenter , enantioselective synthesis , allylic rearrangement , chemistry , intramolecular force , iridium , pyrimidine , stereochemistry , biphenyl , combinatorial chemistry , catalysis , organic chemistry
The iridium‐catalysed enantioselective intramolecular allylic substitution of pyrimidine‐tethered allylic carbonates was developed. A wide range of chiral pyrimidine‐fused diazepinone derivatives were successfully constructed in 88–96% yields with 85–99% ees. This work further highlights the power of chiral‐bridged biphenyl phosphoramidites in asymmetric synthesis.

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