Pd-Catalyzed Regioselective Asymmetric Addition Reaction
of Unprotected Pyrimidines to Alkoxyallene
Posted on 2017-08-16 - 12:48
Catalytic asymmetric
synthesis of N-heterocyclic
glycosides free of protecting and directing groups is reported. The
key reaction is highlighted by the atom-efficient and regioselective
addition of unprotected pyrimidines to highly functionalized alkoxyallene.
Numerous acyclic and cyclic N-heterocyclic glycosides
are accessed with minimal formation of organic byproducts. The synthetic
utility of the reaction is demonstrated by the first catalytic asymmetric
synthesis of anticancer pharmaceutical (−)-Tegafur and stereoselective
synthesis of an oxepane nucleoside derivative.
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Kang, Soyeong; Jang, Seok Hyeon; Lee, Juyeol; Kim, Dong-gil; Kim, Mijin; Jeong, Wook; et al. (2017). Pd-Catalyzed Regioselective Asymmetric Addition Reaction
of Unprotected Pyrimidines to Alkoxyallene. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.7b02332
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AUTHORS (7)
SK
Soyeong Kang
SJ
Seok Hyeon Jang
JL
Juyeol Lee
DK
Dong-gil Kim
MK
Mijin Kim
WJ
Wook Jeong
YR
Young Ho Rhee