Abstract
Synthesis of tricyclic β-lactams via palladium acetate mediated cyclization of the unsaturated bromo β-lactam was accomplished in good yield.
References
1.
For a recent example, see:
Barrett A.G. M.
,
Ahmed M.
,
Baker S. P.
,
Baugh S. P. D.
,
Braddock D. C.
,
Procopiou P. A.
,
White A.J. P.
, and
Williams D. J
J. Org. Chem. , 2000 , 65 , 3716
2.
Bose A.K.
,
Manhas M. S.
,
Banik B. K.
, and
Srirajan In V.
The Amide Linkage: Selected Structural Aspects in Chemistry, Biochemistry, and Material Science ;
Greenberg A.
,
Breneman C. M.
, and
Liebman J. F.
, Eds; Wiley-Interscience : New York , 2000 ; p. 157 , chapter 7 (β-Lactams: Cyclic Amides of Distinction).
3.
For the synthesis of tricyclic β-lactams, see (a)
Alcaide B.
,
Alonso J. M
,
Aly M. F.
,
Martinez-Alcazar E. S M. P.
, and
Hernandez-Cano F.
Tetrahedron Lett. , 1999 , 40 , 5391 .
4.
Bertha F.
,
Fetter J.
,
Kajtar-Peredy M.
, and
Lempert K
Tetrahedron , 1999 , 55 , 5567 .
5.
(a)
Banik B.K.
,
Ghatak A.
, and
Becker F. F.
J. Chem Soc., Perkin Trans 1 , 2000 , 2179 .
6.
Banik B.K.
, and
Becker F. F.
Tetrahedron Lett. , 2000 , 41 , 6551 .
7.
(a)
Becker F.F.
, and
Banik B. K.
Bioorganic Med. Chem. Lett , 1998 , 50 , 2877 .
8.
Becker F.F.
,
Mukhpadhyay C.
,
Hackfeld L.
,
Banik I.
,
Banik B. K.
Bioorganic Med. Chem. , 2000 , 8 , 2693 .
9.
Banik B.K.
, and
Becker F. F.
Current Medicinal Chemistry , 2000 .
10.
Banik B.K.
, and
Becker F. F.
Bioorganic Med. Chem. , 2001 , 9 , 593 .
11.
(a)
Banik B.K.
,
Mukhopadhyay C.
,
Venkatraman M. S.
, and
Becker F. F.
Tetrahedron Lett. , 1998 , 39 , 7243 .
12.
Banik B.K.
,
Zegrocka O.
,
Banik I.
,
Hackfeld L.
, and
Becker F. F.
Tetrahedron Lett. 1999 , 40 , 6731 .
13.
Ghatak A.
,
Becker F. F.
, and
Banik B. K.
Tetrahedron Lett. , 2000 , 41 , 3793 .
14.
Basu M.K.
,
Becker F. F.
, and
Banik B. K.
Tetrahedron Lett. , 2000 , 41 , 5603 .
15.
Basu M.K.
,
Becker F. F.
, and
Banik B. K.
J. Chem. Res. , 2000 , 406 .
16.
Banik B.K.
,
Suhendra M.
,
Banik I.
, and
Becker F. F.
Synth. Commun , 2000 , 30 , 3745 .
17.
Basu M.K.
, and
Banik B. K.
Tetrahedron Lett. , 2001 , 42 , 187 ; (h) B.K. Banik, L. Hackfeld; F.F. Becker, Synth. Commun, 2001, in press.
18.
For a recent review on Heck reaction, see:
Cabri W.
, and
Candiani I.
Acc. Chem. Res. , 1995 , 28 , 2 .
19.
Dankwardt J.W.
, and
Flippin L. A.
J. Org. Chem. , 1995 , 60 , 2312 .
20.
Banik B.K.
,
Subbaraju G. V.
,
Manhas M. S.
, and
Bose A. K.
Tetrahedron Lett. , 1996 , 37 , 1363 .
21.
Banik B.K.
Current Organic Chemistry , 1999 , 3 , 469 .
22.
Kant J.
, and
Walker D. G.
In: The Organic Chemistry of β-Lactams , Ed.
Georg G.I.
(chap. 3, VCH ) 1992 .