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Copper(I)‐Catalyzed Hydroalkoxylation/Hydrogen‐Bonding‐Induced Asymmetric Hetero‐Diels–Alder Cycloaddition Cascade: An Approach to Aromatic Spiroketals
Author(s) -
Li Xin,
Xue Jijun,
Huang Chusheng,
Li Ying
Publication year - 2012
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.201101056
Subject(s) - cycloaddition , intramolecular force , chemistry , catalysis , cascade , combinatorial chemistry , alkyne , organic chemistry , chromatography
One thing leads to another : Bis(benzannelated) 5,6‐spiroketal skeletons can be constructed by an efficient cascade process involving an unprecedented Cu I ‐catalyzed intramolecular alkyne hydroalkoxylation and an asymmetric hetero‐Diels–Alder cycloaddition. The method yields a series of diversely functionalized spiroketals from two readily available open‐chained starting materials in good yields and excellent diastereoselectivities.