Open Access
Subscription Access
REGIO- AND STEREOSELECTIVE 1,3-DIPOLAR CYCLOADDITION REACTIONS BETWEEN ARYLIDENEACETONES AND STABILIZED AZOMETHINE YLIDES OBTAINED FROM NINHYDRIN AND INDENOQUINOXALINONES
Abstract
Stabilized azomethine ylides, generated in situ from proline/sarcosine and ninhydrin or indenoquinoxalinones, underwent 1,3-dipolar
cycloaddition at the activated double bond of arylideneacetones, leading predominantly to endo-spiro adducts. These products formed as
a result of addition between the less substituted carbon atom of azomethine ylide and the most electrophilic site of the dipolarophile.
cycloaddition at the activated double bond of arylideneacetones, leading predominantly to endo-spiro adducts. These products formed as
a result of addition between the less substituted carbon atom of azomethine ylide and the most electrophilic site of the dipolarophile.
Keywords
arylideneacetones, spiropyrrolidines, spiropyrrolizidines, stabilized azomethine ylides, 1,3-dipolar cycloaddition.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv