Chiral lactones

Details Chiral lactones Chiral lactones

2007-02-06

2007-02-06

McKenzie, Thomas (Department: 1625)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C562S465000, C562S579000

Reexamination Certificate

active

11119905

ABSTRACT:
Lactones represented by the formula 2aor 2b:are provided, where each Ph is, independently, an unsubstituted or substituted phenyl group. These lactones are suitable for the synthesis of various α-hydroxy acids and 1,2-diols.

REFERENCES:
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P. Sinclair, et al., “Electrophilic Glycinates: New and Versatile Templates for Asymmetric Amino Acid Synthesis”, J. Am. Chem. Soc., 1986, 108, pp. 1103-1104.
Y. Aoyagi, et al., “Asymmetric Synthesis of [2,3-13C2,15N]-4-Benzyloxy-5,6-diphenyl-2,3,5,6-tetrahydro-4H-oxazine-2-one via Lipase TL-Mediated Kinetic Resolution of Benzoin: General Procedure for the Synthesis of [2,3-13C2,15N]-L-Alanine”, J. Org. Chem., 2001, 66, pp. 8010-8014.
M. Andrus, et al., “Anti-Selective Glycolate Aldol Additions with an Oxapyrone Boron Enolate”, Organic Letters, 2000, vol. 2, No. 19, pp. 3035-3037.
M. Andrus, et al., “Synthesis of the Left-Hand Portion of Geldanamycin Using an Anti Glycolate Aldol Reaction”, Organic Letters, 2001, vol. 3, No. 2, pp. 259-262.
M. Andrus, et al., “Total Synthesis of (+)-Geldanamycin and (−)-o-Quinogeldanamycin with Use of Asymmetric Anti- and Syn-Glycolate Aldol Reactions”, Organic Letters, 2002, vol. 4, No. 20, pp. 3549-3552.
Y. Matsumura, et al., “Copper Ion-Induced Activation and Asymmetric Benzoylation of 1,2-Diols: Kinetic Chiral Molecular Recognition”,J. Am. Chem. Soc., 2003, 125, pp. 2052-2053.

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