<em>cis</em>-3,4-Dichlorocyclobutene as a Versatile Synthon in Organic Synthesis. Rapid Entry into Complex Polycyclic Systems with Remarkably Stereospecific Reactions

阅读量:

12

作者:

KC NicolaouJA VegaG Vassilikogiannakis

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摘要:

The frequent natural occurrence and wide-ranging biological activities of cyclic polyether-type structures has stimulated considerable efforts directed toward their synthesis. Of particular interest are the aminoglycoside antibiotics represented by apramycin and the marine neuro-toxins represented by maitotoxin. The former is of current interest by virtue of its RNA-binding properties, whereas the latter constitutes a formidable synthetic challenge owing to its unprecedented molecular complexity and size. Functionalized polyether structures of type 1 (Scheme 1) embody some of the key features found in these natural products, and as such they became targets in our investigations directed toward such complex molecular architectures. Herein we wish to report an expedient entry into these systems from readily available starting materials by means of a series of stereo-specific nucleophilic substitutions and an olefin metathesis reaction.

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DOI:

10.1002/1521-3773(20011203)40:23<4441::aid-anie4441>3.0.co;2-i

年份:

2001

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