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Transition‐Metal‐Free Cascade Enyne Rearrangement and Cyclopropanation of Allenylphosphine Oxides with N ‐Tosylhydrazones Accessing Alkynylcyclopropane Derivatives
Author(s) -
Luo Kai,
Li Yuan,
Fu Zitong,
Zhang Ling,
Wang Zhipeng,
Xu Jiangyan,
Yu Bingjun,
Wu Lei
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.202100392
Subject(s) - cyclopropanation , chemistry , enyne , cascade , cope rearrangement , transition metal , combinatorial chemistry , scope (computer science) , organometallic chemistry , reagent , stereochemistry , organic chemistry , catalysis , chromatography , computer science , programming language
We disclose an concise synthesis of alkynylcyclopropane derivatives containing adjacent quaternary carbon centers via a transition‐metal free cascade enyne rearrangement and cyclopropanation process. This methodology, started from a variety of allenylphosphine oxides and N‐tosylhydrazones, features the advantage of transition‐metal‐free, operational simplicity, wide substrate scope and good functional group tolerance.