Efficient construction of the kedarcidin chromophore ansamacrolide

Koyama, Yasuhito and Lear, Martin J. and Yoshimura, Fumihiko and Ohashi, Isao and Mashimo, Tomoko and Hirama, Masahiro (2005) Efficient construction of the kedarcidin chromophore ansamacrolide. Organic Letters, 7 (2). pp. 267-270. ISSN 1523-7060

Full content URL: http://dx.doi.org/10.1021/ol0477374

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Abstract

The streamlined assembly of the ansamacrolide framework of the kedarcidin chromophore via an efficient atropselective Sonogashira coupling step is described. To this end, two newly improved practical syntheses of the cyclopentene and dine fragments have been developed, which feature 0.2 mol % catalytic loadings for an RCM step and i-PrMgCl/CH2I2 as a new entry to gem-disubstituted epoxides from ketones, both being applicable to 49-g scales.

Keywords:Natural enediynes, Total synthesis
Subjects:F Physical Sciences > F160 Organic Chemistry
Divisions:College of Science > School of Chemistry
ID Code:17121
Deposited On:16 Apr 2015 13:59

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