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Novel 1,3-dipolar cycloaddition reactions of calix[4]bis(spirodienones): synthesis of isoxazolidine derived macrocycles

โœ Scribed by V.B. Ganga; E. Suresh; R. Luxmi Varma

Book ID
104095009
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
173 KB
Volume
49
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Calix [4]bis(spirodienones) can perform as either 4p or 2p components in cycloaddition reactions with various carbo-and heterodienophiles and with 1,2-benzoquinones leading to the formation of highly functionalized macrocycles. In this Letter we report, highly regio-and stereoselective 1,3-dipolar cycloaddition reactions of a bis(spirodienone) derivative of calix [4]arene with nitrones that provide easy access to isoxazolidine derived macrocycles in excellent yields. These isoxazolidine derivatives can be considered as direct precursors of 1,3-amino alcohols.

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โœ O. Bortolini; I. Mulani; A. De Nino; L. Maiuolo; M. Nardi; B. Russo; S. Avnet ๐Ÿ“‚ Article ๐Ÿ“… 2011 ๐Ÿ› John Wiley and Sons โš– 34 KB ๐Ÿ‘ 2 views

## Abstract Several bisphosphonate esters (III) bearing a substituted isoxazolidine moiety are synthesized in the absence of any solvent in good yields and short reaction times.