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 | Zendy

Bhunia Sabyasachi | Zendy; Wang KuoChang | Zendy; Liu RaiShung | Zendy

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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.

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