asymmetric construction of all-carbon quaternary stereocenters by chiral-auxiliary-mediated claisen rearrangement and total synthesis of (+)-bakuchiol
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ID: 146746
2012
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Abstract
An asymmetric Claisen rearrangement using Oppolzer’s camphorsultam was developed. Under thermal conditions, a geraniol-derived substrate underwent the rearrangement with good stereoselectivity. The absolute configuration of the newly formed all-carbon quaternary stereocenter was confirmed by the total synthesis of (+)-bakuchiol from the rearrangement product.
| Reference Key |
tadano2012moleculesasymmetric
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|---|---|
| Authors | ;Kin-ichi Tadano;Yusuke Kusakawa;Marianne Ayaka Touati;Shu Sakamoto;Ken-ichi Takao |
| Journal | Journal of ethnopharmacology |
| Year | 2012 |
| DOI |
10.3390/molecules171113330
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| URL | |
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