Metal‐Catalyzed Sequential Formation of Distant Bonds in Organic Molecules: Palladium‐Catalyzed Hydrosilylation/Cyclization of 1,<i>n</i>‐Dienes by Chain Walking

Takuya Kochi, Kazuya Ichinose, Masayuki Shigekane, Taro Hamasaki, Fumitoshi Kakiuchi

Angewandte Chemie · 2019 · 13 citations · 61 references

Concepts

Abstract

Abstract Sequential formation of distant bonds in organic molecules was achieved for the palladium‐catalyzed hydrosilylation/cyclization of various 1, n ‐dienes by chain walking of the metal catalyst. The reaction was applicable to various 1, n ‐dienes, including a 1,13‐diene, to form a cyclopentane ring as well as a carbon–silicon bond at a remote site. The use of “nondissociative” chain walking provides a fascinating strategy in organic synthesis to functionalize distant parts of organic molecules, in a particular order, within a catalytic cycle by effectively moving the reactive center from a remote position.

References

61