Recent application of oxa-Michael reaction in complex natural product synthesis

[Display omitted] •The important background of oxa-Michael reaction was introduced.•The major developments on the oxa-Michael reaction were described.•Total syntheses of related oxygen-containing natural products were revealed. The strategy of employing oxa-Michael reaction in today’s organic synthe...

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Bibliographic Details
Published in:Tetrahedron letters 2016-12, Vol.57 (50), p.5519-5539
Main Authors: Hu, Jialei, Bian, Ming, Ding, Hanfeng
Format: Article
Language:English
Subjects:
Domino reactions
Natural products
Oxa-Michael addition
Synthetic strategy
Total synthesis
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Summary:[Display omitted] •The important background of oxa-Michael reaction was introduced.•The major developments on the oxa-Michael reaction were described.•Total syntheses of related oxygen-containing natural products were revealed. The strategy of employing oxa-Michael reaction in today’s organic synthesis appears to be a big success due to its high efficiency in the construction of CO bonds. In this digest, recent advances of its application in the total synthesis of representative oxygen-containing natural products, involving macrolides, terpenoids, chromanones and chromanes, polyoxygenated molecules and alkaloids et al. are discussed, with the aim of providing a complement to existing reviews.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2016.11.007