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A Convergent Approach towards the C1–C11 Subunit of Phoslactomycins and Formal Synthesis of Phoslactomycin B

Lookup NU author(s): Dr Michael HallORCiD

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Abstract

The preparation of the C1–C11 subunit of phoslactomycins, and a formal synthesis of phoslactomycin B, were achieved by a convergent strategy involving the chelation-controlled addition of an alkynyl Grignard reagent to a α-alkoxyketone. Catalytic enantioselective reductions of acetylenic ketones and a [2,3]-Wittig rearrangement were utilized as key steps to control the configuration of the C4, C5 and C9 stereocenters.

Publication metadata

Author(s): Druais V, Hall MJ, Corsi C, Wendeborn SV, Meyer C, Cossy J

Publication type: Article

Publication status: Published

Journal: Organic Letters

Year: 2009

Volume: 11

Issue: 4

Pages: 935–938

Print publication date: 19/02/2009

ISSN (print): 1523-7060

ISSN (electronic): 1523-7052

Publisher: American Chemical Society

URL: http://dx.doi.org/10.1021/ol8029142

DOI: 10.1021/ol8029142

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