Process for carbon-carbon bond formation at the C-4 position of

Details Process for carbon-carbon bond formation at the C-4 position of Process for carbon-carbon bond formation at the C-4 position of

1987-09-22

1988-09-13

Berch, Mark L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

540364, 540357, 540355, C07B 3704, C07D20508, C07D41712, C07F 710

Patent

active

047711353

ABSTRACT:
The invention encompasses a process for stereoselective carbon-carbon bond formation at C-4 position of a 3-(acylamino)azetidinone. The process is carried out under free radical conditions using a (2-substituted or unsubstituted allyl)tin reagent. Also encompassed by the invention are certain 4-(substituted selenyl)azetidinone starting materials and the corresponding 4-(2'-substituted or unsubstituted allyl)-azetidinone products.

REFERENCES:
patent: 4383945 (1983-05-01), Hashimoto et al.
patent: 4446146 (1984-05-01), Southgate et al.
G. E. Keck et al., J. Amer. Chem. Soc., 104, 5829, (1982).
G. E. Keck et al., J. Org. Chem., 47, 3590, (1982).
G. E. Keck et al., J. Orgmet. Chem., 248, C21, (1983).
M. Aratani et al., Tet. Letters, 23, 3921, (1982).
G. A. Kraus et al., J. Chem. Soc., Chem. Commun., 134, (1982).

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