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ChemInform Abstract: Stereodivergent Allylindation of Cyclopropenes. Remarkable Stereodirection and Acceleration by Neighboring Carboxyl and Hydroxyl Groups.

โœ Scribed by S. ARAKI; H. NAKANO; K. SUBBURAJ; T. HIRASHITA; K. SHIBUTANI; H. YAMAMURA; M. KAWAI; Y. BUTSUGAN


Book ID
101875438
Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
29
Category
Article
ISSN
0931-7597

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โœฆ Synopsis


The allylindation of cyclopropenes (I) is found to depend remarkably on the nature of the substituent at the ฮฑ-carbon. Thus, a hydroxymethyl and carboxyl group direct to the cis products (III) based on intramolecular chelation, whereas acetoxymethyl and ester groups direct to trans products (IV) due to steric interaction with the incoming allylindium reagent (II). -(ARAKI, S.;


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