Divergent Total Syntheses of C3 a−C7′ Linked Diketopiperazine Alkaloids (+)-Asperazine and (+)-Pestalazine A Enabled by a Ni-Catalyzed Reductive Coupling of Tertiary Alkyl Chloride

2018 ◽  
Vol 25 (4) ◽  
pp. 989-992 ◽  
Author(s):  
Long Luo ◽  
Xiao-Yong Zhai ◽  
Ya-Wen Wang ◽  
Yu Peng ◽  
Hegui Gong
Keyword(s):  
Reductive Coupling ◽  
Alkyl Chloride ◽  
Total Syntheses ◽  
Tertiary Alkyl

Ni-Catalyzed Reductive Coupling of Electron-Rich Aryl Iodides with Tertiary Alkyl Halides

2018 ◽  
Vol 140 (43) ◽  
pp. 14490-14497 ◽  
Author(s):  
Xuan Wang ◽  
Guobin Ma ◽  
Yu Peng ◽  
Chloe E. Pitsch ◽  
Brenda J. Moll ◽  
...  
Keyword(s):  
Alkyl Halides ◽  
Reductive Coupling ◽  
Aryl Iodides ◽  
Tertiary Alkyl

Ni-Catalyzed Reductive Coupling of Alkyl Acids with Unactivated Tertiary Alkyl and Glycosyl Halides

2014 ◽  
Vol 136 (50) ◽  
pp. 17645-17651 ◽  
Author(s):  
Chenglong Zhao ◽  
Xiao Jia ◽  
Xuan Wang ◽  
Hegui Gong
Keyword(s):  
Reductive Coupling ◽  
Tertiary Alkyl

scholarly journals Recent Advances Towards Syntheses of Diterpenoid Alkaloids

Synthesis ◽  
2019 ◽  
Vol 51 (21) ◽  
pp. 3915-3946 ◽  
Author(s):  
Christian Dank ◽  
Randy Sanichar ◽  
Ken-Loon Choo ◽  
Madeline Olsen ◽  
Mark Lautens
Keyword(s):  
Structure Elucidation ◽  
Biological Activities ◽  
Review Article ◽  
Diels Alder ◽  
Reductive Coupling ◽  
Diterpenoid Alkaloids ◽  
Structural Classification ◽  
Oxidative Dearomatization ◽  
Ring Systems ◽  
Total Syntheses

The diterpenoid alkaloids serve as a rich source of synthetic targets for organic chemists, due to the intriguing structure of the overlapping ring systems, along with biological activities commonly associated with compounds of this group. Fifteen total syntheses and numerous synthetic studies towards construction of ring fragments have been reported since 2010. This review article gives a brief overview of diterpenoid alkaloids and summarizes the recent synthetic efforts.1 Introduction1.1 Structural Classification and Biosynthetic Origin1.2 Structure Elucidation of the Aconitum Alkaloids2 Total Syntheses2.1 C18-Diterpenoid Alkaloids2.2 C19-Diterpenoid Alkaloids2.3 C20-Diterpenoid Alkaloids3 Strategies To Synthesize Ring Systems3.1 Radical-Based Cyclizations3.2 Ruthenium-Mediated Enyne Cycloisomerization3.3 Reductive Coupling3.4 Diels–Alder Reactions3.5 Oxidative Dearomatization/Diels–Alder Sequence3.6 Transannular Aziridation3.7 Intramolecular [5+2] Cycloaddition3.8 Miscellaneous4 Conclusion

Formation of allylated quaternary carbon centers via C–O/C–O bond fragmentation of oxalates and allyl carbonates

2020 ◽  
Vol 56 (3) ◽  
pp. 454-457 ◽  
Author(s):  
Haifeng Chen ◽  
Yang Ye ◽  
Weiqi Tong ◽  
Jianhui Fang ◽  
Hegui Gong
Keyword(s):  
Fragmentation Process ◽  
Reductive Coupling ◽  
Quaternary Carbon ◽  
Carbon Centers ◽  
Tertiary Alkyl

Fe-Promoted reductive coupling of tertiary alkyl oxalates with allylic carbonates enables the formation of all C(sp3)–quaternary carbon centers via a double C–O bond fragmentation process.

An extension of nickel-catalyzed reductive coupling between tertiary alkyl halides with allylic carbonates

Tetrahedron ◽  
2018 ◽  
Vol 74 (39) ◽  
pp. 5651-5658 ◽  
Author(s):  
Yingying Yu ◽  
Haifeng Chen ◽  
Qun Qian ◽  
Ken Yao ◽  
Hegui Gong
Keyword(s):  
Alkyl Halides ◽  
Reductive Coupling ◽  
Tertiary Alkyl

ChemInform Abstract: Ni-Catalyzed Reductive Coupling of Alkyl Acids with Unactivated Tertiary Alkyl and Glycosyl Halides.

ChemInform ◽  
2015 ◽  
Vol 46 (21) ◽  
pp. no-no
Author(s):  
Chenglong Zhao ◽  
Xiao Jia ◽  
Xuan Wang ◽  
Hegui Gong
Keyword(s):  
Reductive Coupling ◽  
Tertiary Alkyl

scholarly journals Concerted reductive coupling of an alkyl chloride at Pt(iv)

2012 ◽  
Vol 48 (46) ◽  
pp. 5775 ◽  
Author(s):  
Sarah H. Crosby ◽  
Helen R. Thomas ◽  
Guy J. Clarkson ◽  
Jonathan P. Rourke
Keyword(s):  
Reductive Coupling ◽  
Alkyl Chloride
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