Diversity-Oriented Approach to Novel Spirocyclics via Enyne Metathesis, Diels–Alder Reaction, and a [2+2+2] Cycloaddition as Key Steps

Abstract A simple protocol for the synthesis of indane-based spirocyclics has been developed via enyne metathesis, Diels–Alder reaction, and a [2+2+2] cycloaddition as key steps starting from indane-1,3-dione. The key diene building block was assembled by enyne metathesis. In this sequence, rongalit...

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Bibliographic Details
Published in:Synlett 2013-09, Vol.24 (15), p.1921-1926
Main Authors: Kotha, Sambasivarao, Ali, Rashid, Tiwari, Arti
Format: Article
Language:English
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Summary:Abstract A simple protocol for the synthesis of indane-based spirocyclics has been developed via enyne metathesis, Diels–Alder reaction, and a [2+2+2] cycloaddition as key steps starting from indane-1,3-dione. The key diene building block was assembled by enyne metathesis. In this sequence, rongalite is used as a green reagent to prepare the sultine intermediate, which is a useful precursor to generate the transient diene.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0033-1339489