Azabicyclo [3.2. 0] heptan-7-ones (carbapenams) from pyrrole

TL Gilchrist, CJ Ottaway

Index: Gilchrist, Thomas L.; Lemos, Americo; Ottaway, Carol J. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 20 p. 3005 - 3012

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Citation Number: 21

Abstract

The azabicyclo [3.2. 0] heptan-7-ones 4, 10, 16 and 24 have been prepared from pyrrole. The same general approach has been used for all these derivatives; namely, substitution of pyrrole at the 2-and 5-carbon atoms, catalytic hydrogenation to produce pyrrolidine-2-acetic acid derivatives, and cyclisation using tris (1, 3-dihydro-2-oxobenzoxazol-3-yl) phosphine oxide 6. The catalytic hydrogenation of 2, 5-disubstituted pyrroles gives only the ...