Rapid Access to Dispirocyclic Scaffolds Enabled by Diastereoselective Intramolecular Double Functionalization of Benzene Rings | Zendy

Yokoe Hiromasa | Zendy; Mizumura Yuka | Zendy; Sugiyama Kana | Zendy; Yan Kejia | Zendy; Hashizume Yuna | Zendy; Endo Yuto | Zendy; Yoshida Sae | Zendy; Kiriyama Akiko | Zendy; Tsubuki Masayoshi | Zendy; Kanoh Naoki | Zendy

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Rapid Access to Dispirocyclic Scaffolds Enabled by Diastereoselective Intramolecular Double Functionalization of Benzene Rings

Author(s) -

Yokoe Hiromasa,

Mizumura Yuka,

Sugiyama Kana,

Yan Kejia,

Hashizume Yuna,

Endo Yuto,

Yoshida Sae,

Kiriyama Akiko,

Tsubuki Masayoshi,

Kanoh Naoki

Publication year - 2020

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.202001179

Subject(s) - intramolecular force , surface modification , domino , natural product , combinatorial chemistry , chemistry , benzene , stereochemistry , suzuki reaction , organic chemistry , catalysis , palladium

Here we describe the diastereoselective synthesis of (5 r ,8 r )‐1,9‐diazadispiro[4.2.4 8 .2 5 ]tetradecatrienes via domino double spirocyclization of N ‐arylamide derivatives. This reaction can serve as a fast way to synthesize diazadispirocycles, which are found in the core structures of bioactive natural products. Product diversification via Suzuki–Miyaura cross coupling and application to the synthesis of 1‐oxa‐9‐azadispiro[4.2.4 8 .2 5 ]tetradecatrienes were also conducted.

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