Synthesis of chiral 2-azetidinemethanol compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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548953, 558 46, 560102, 560103, 568648, C07D20504, C07C 69003, C07C30518

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active

061244740

ABSTRACT:
A process for preparing chiral isomers of N-protected 2-azetidinemethanol compounds, particularly N-(phenylmethyl)-2-azetidinemethanol and N-BOC-2-azetidinemethanol, and especially the (R)-isomers thereof, as well as O-substituted derivatives thereof.

REFERENCES:
patent: 5472958 (1995-12-01), Gunn, Jr. et al.
Chong, J.M., et al., "Synthesis of N-Alkyl-3-Azetidinol Ethers", Synthetic Comm., 25(4):603-611 (1995) .
Dureault, A., et al. "Synthesis of Highly Functionalized Homochiral Azetidines and Azetidine-2-Carboxylic Esters", Tetrahedron, 49(20):4201-4210 (1993).
Wasserman, H.H., et al., "Preparation of .beta.-Lactams from Azetidine-2-carboxylic Acids and Esters", The Journ. of Organic Chemistry , 46(15):2991-2999 (1961).

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