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Catalytic enantioselective cross-dehydrogenative coupling of 3,6-dihydro-2H-pyrans with aldehydes
Literature Information
Publication Date
2019-03-20
DOI
10.1039/C9QO00123A
Impact Factor
5.281
Authors
Xiaodong Xin, Xinhui Pan, Zhilin Meng, Xigong Liu
View Original
Abstract
The existing catalytic asymmetric synthesis of enantiopure α-substituted 3,6-dihydro-2H-pyrans and tetrahydropyrans predominantly relies on the oxygen heterocycle construction strategy involving enantioselective cyclization of pre-functionalized olefin substrates. Given the easy availability of the cyclic ether skeleton, we disclosed the first catalytic asymmetric cross-dehydrogenative coupling of 3,6-dihydro-2H-pyrans and aldehydes. The reaction exhibits excellent enantioselectivity, good functional group tolerance, and wide compatibility of diverse 3,6-dihydro-2H-pyran and aldehyde components, thus providing a practical and economical method for enantiopure α-substituted 3,6-dihydro-2H-pyran synthesis.
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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
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10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine
CAS Number:
29216-28-2
Molecular Formula:
C20H22N2S
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