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ChemInform Abstract: Model Studies of the Overall 5-endo-trig Iodocyclization of Homoallylic Alcohols.

โœ Scribed by Simon B. Bedford; Kathryn E. Bell; Frank Bennett; Christopher J. Hayes; David W. Knight; Duncan E. Shaw


Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
30
Category
Article
ISSN
0931-7597

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โœฆ Synopsis


Model Studies of the Overall 5-endo-trig Iodocyclization of Homoallylic Alcohols.

-The title reaction proceeds efficiently and stereoselectively in anhydrous MeCN. The iodine in products (II) can be replaced by hydroxy, acetoxy or azide groups [cf. furan derivative (VII)]. -


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โœ Serge Thorimbert; Max Malacria ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 28 KB ๐Ÿ‘ 2 views

Silicon Effect Favoring the Formation of a Cyclopentene via Palladium-Catalyzed 5-endo-trig Cyclization. -A silyl group at the proper position can drive Pd-catalyzed cyclizations to the 5-endo-trig process. Thus, the allylic acetate (I) provides the cyclopentene (II), whereas the corresponding regi