Efficient asymmetric synthesis of spiro-2(3H)-furanones via phase-transfer-catalyzed alkynylation

Efficient asymmetric synthesis of spiro-2(3H)-furanones was achieved via phase-transfer-catalyzed highly enantioselective alkynylation of cyclic beta-keto esters with hypervalent iodine reagents.

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 12; no. 29; pp. 5388 - 5392
Main Authors Wu, Xiangfei, Shirakawa, Seiji, Maruoka, Keiji
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 07.08.2014
Subjects
Alkynes - chemistry
Biological Products - chemistry
Catalysis
Chemistry
Chemistry, Organic
Crystallography, X-Ray
Cyclization
Electrons
Physical Sciences
Science & Technology
Spiro Compounds - chemical synthesis
Spiro Compounds - chemistry
Stereoisomerism
DESIGN
ALKYNYL(PHENYL)IODONIUM
ENANTIOSELECTIVE SYNTHESIS
ETHYNYLATION
NATURAL-PRODUCTS
ALPHA-AMINO-ACIDS
ALKYNYLIODONIUM SALTS
SPIROLACTONIZATION
CYCLIZATION
HYPERVALENT IODINE REAGENTS
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Summary:Efficient asymmetric synthesis of spiro-2(3H)-furanones was achieved via phase-transfer-catalyzed highly enantioselective alkynylation of cyclic beta-keto esters with hypervalent iodine reagents.
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ISSN:1477-0520
1477-0539
DOI:10.1039/c4ob00969j