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Brønsted Acid‐Mediated Formal [3+3] Annulation Between Propargylic Alcohols and 1,3‐Diketones
Author(s) -
Han YaPing,
Li XueSong,
Zhu XinYu,
Sun Zhou,
Li Ming,
Wang YuZhao,
Liang YongMin
Publication year - 2018
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.201701296
Subject(s) - annulation , chemistry , brønsted–lowry acid–base theory , scope (computer science) , cascade , combinatorial chemistry , transformation (genetics) , atmosphere (unit) , organic chemistry , catalysis , stereochemistry , programming language , computer science , biochemistry , physics , thermodynamics , chromatography , gene
A Brønsted acid‐mediated formal [3+3] cascade annulation of propargylic alcohols with 1,3‐diketones proceeds through a sequential Meyer−Schuster rearrangement/1,2‐addition. This protocol, which has a wide scope and is conducted under an ambient atmosphere, enables access to a broad array of valuable chromenone derivatives related to many natural products in satisfactory yields under mild conditions. This method could be scaled up to the gram scale, which highlights the latent applicability of this transformation.