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Pt II ‐Catalyzed Synthesis of 9‐Oxabicyclo[3.3.1]nona‐2,6‐dienes from 2‐Alkynyl‐1‐carbonylbenzenes and Allylsilanes by an Allylation/Annulation Cascade
Author(s) -
Bhunia Sabyasachi,
Wang KuoChang,
Liu RaiShung
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200800826
Subject(s) - annulation , oxonium ion , alkyne , chemistry , catalysis , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , ion
Platinum is key : A new catalytic synthesis of 9‐oxabicyclo[3.3.1]nona‐2,6‐dienes from readily available 2‐alkynyl‐1‐carbonylbenzenes, allylsilanes, and water is reported (see scheme). This reaction sequence is proposed to proceed through a series of three reactions, including allylation of the carbonyl group, hydroalkoxylation of the alkyne, and a new ene‐oxonium annulation.