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Synlett 2012(8): 1154-1169
DOI: 10.1055/s-0031-1290665
DOI: 10.1055/s-0031-1290665
ACCOUNT
© Georg Thieme Verlag
Stuttgart ˙ New YorkHow Not to Discover a New Reagent. The Evolution and Chemistry of Woollins’ Reagent
Further Information
Received
21 November 2011
Publication Date:
26 April 2012 (online)
Publication History
Publication Date:
26 April 2012 (online)

Abstract
The pathways in research can be complex. This review provides a personal account of the winding scientific and funding road that led to Woollins’ reagent. The synthesis and applications of Woollins’ reagent are summarised.
Key words
heterocycles - phosphorus - selenium - group 16
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