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Mercuric Chloride and Iodide Mediated Cyclization of Tethered Alkynedithioacetals as a General Route to Five- and Six-Membered Rings: m Tuning of Regioselectivity by Alkyne Substitution

IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata

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Title Mercuric Chloride and Iodide Mediated Cyclization of Tethered Alkynedithioacetals as a General Route to Five- and Six-Membered Rings: m Tuning of Regioselectivity by Alkyne Substitution
 
Creator Biswas, Goutam
Ghorai, Subir
Bhattacharjya, Anup
 
Subject Chemistry
 
Description Mercuric chloride mediated cyclization of tethered alkynedithioacetals has been established as a general route to five- and six-membered carbocycles and heterocycles. Substitution at the alkyne terminus leads to preferential formation of five-membered rings, whereas unsubstituted alkynedithioacetals give six-membered rings as the major products. Mercuric iodide interrupts the reaction at the intermediate dithioacetal stage.
 
Date 2006
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/452/1/ORGANIC_LETTERS%2C_8(_2)%2C_313%2D316_[140].pdf
Biswas, Goutam and Ghorai, Subir and Bhattacharjya, Anup (2006) Mercuric Chloride and Iodide Mediated Cyclization of Tethered Alkynedithioacetals as a General Route to Five- and Six-Membered Rings: m Tuning of Regioselectivity by Alkyne Substitution. Organic Letters, 8 (2). pp. 313-316.
 
Relation http://dx.doi.org/10.1021/ol0527274 CCC: $33.50
http://www.eprints.iicb.res.in/452/