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Effects of nitrogen and alkene substitution on the PtCl2 catalyzed cycloisomerization of N-tethered 1,6-enyne precursors to the triple reuptake inhibitor GSK1360707

✍ Scribed by Vassil Elitzin; Bing Liu; Matthew Sharp; Elie Tabet


Book ID
104099255
Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
376 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis


I) catalysis

Nitrogen substitution effect Alkene substitution effect a b s t r a c t

The effects of nitrogen and alkene substitution on the cycloisomerization of N-tethered 1,6-enynes into 3azabicyclo[4.1.0]heptene precursors to the triple reuptake inhibitor GSK1360707 are described. In general, electron donating substituents proved beneficial both in terms of the reaction rate and chemoselectivity.


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ChemInform Abstract: Effects of Nitrogen
✍ Vassil Elitzin; Bing Liu; Matthew Sharp; Elie Tabet 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

## Abstract The more electron‐withdrawing the N‐protecting group and the alkene substituent, the slower is the reaction rate of the cycloisomerization of 1,6‐enynes to yield bicyclic products (II) and (IV).