Diastereoselective and regiodivergent oxa-[3 + 2] cycloaddition of Achmatowicz products and cyclic 1,3-dicarbonyl compounds
Literature Information
Publication Date
2016-03-25
DOI
10.1039/C6QO00034G
Impact Factor
5.281
Authors
Jingxun Yu, Haichen Ma, Hongliang Yao, Hang Cheng
View Original
Abstract
Development of two new protocols for oxa-[3 + 2] cycloaddition reactions of Achmatowicz products with 1,3-dicarbonyl compounds for rapid and highly efficient assembly of polycyclic furopyranones is described. Plausible mechanisms were proposed to involve either Pd-catalyzed Tsuji–Trost allylation and concomitant oxa-Michael cyclization or quinine-promoted cascade Michael addition and SN2-type cycloacetalization.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
1-(3,4-Dichlorophenyl)-1H-pyrazole-3-carboxylic acid
CAS Number:
1152949-12-6
Molecular Formula:
C10H6Cl2N2O2
(2S)-2-(Fluoromethyl)piperidine hydrochloride (1:1)
CAS Number:
886216-73-5
Molecular Formula:
C6H13ClFN
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