In:
European Journal of Organic Chemistry, Wiley, Vol. 2010, No. 17 ( 2010-06), p. 3249-3256
Abstract:
The reactivity of allenic esters towards activated N ‐sulfonylimines in the presence of DABCO was explored. A formal [2+2] cycloaddition of benzyl buta‐2,3‐dienoate and N ‐arylidenebenzenesulfonamides yielded mainly 2‐methyleneazetidines. Interestingly, a DABCO‐catalysed reaction of 2,3‐allenoates, bearing a chiral auxiliary on the ester moiety, with N ‐arylidenebenzenesulfonamides led to optically active aza‐Baylis–Hillman products and 2‐azetine derivatives.
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2010:17
DOI:
10.1002/ejoc.200901415
Language:
English
Publisher:
Wiley
Publication Date:
2010
detail.hit.zdb_id:
1475010-7
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