Tandem RCM–Claisen Rearrangement–[2+2] Cycloaddition of O,O'-(But-2-en-1,4-diyl)-bridged Binaphthols

Tandem RCM–Claisen Rearrangement–[2+2] Cycloaddition of O,O'-(But-2-en-1,4-diyl)-bridged Binaphthols

Attempted RCM of 2,2'-bis(allyloxy)-1,1'-binaphthyl resulted in a Claisen-type rearrangement of a postulated labile dioxacyclodecine proceeding at room temperature and followed by [2+2] cycloaddition. Structures of products were confirmed by X-ray crystallography. A mechanistic rat...

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Bibliographic Details
Main Authors: Michael Abraham, Wolfgang Reischl, Karl A. Kirchner, Alexander Roller, Luis F. Veiros, Michael Widhalm
Format: Article
Language:English
Published: MDPI AG 2012-12-01
Series:Molecules
Subjects:
DFT calculations
Grubbs II catalyst
cage compounds
spiro-compounds
chiral macrocycle
Online Access:http://www.mdpi.com/1420-3049/17/12/14531

Internet

http://www.mdpi.com/1420-3049/17/12/14531

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