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Total syntheses of 9-epoxyfalcarindiol and its diastereomer
- Source :
- Tetrahedron: Asymmetry. 28:288-295
- Publication Year :
- 2017
- Publisher :
- Elsevier BV, 2017.
-
Abstract
- The first total syntheses of 9-epoxyfalcarindiol 1a and its diastereomer 1b have been achieved. Central to our approach were the Zn-cyclopropane-based amino alcohol catalyzed enantioselective alkynylation of acrolein, the diastereoselective addition of a diynic ester to an epoxy aldehyde, and the asymmetric Sharpless epoxidation of allylic alcohol catalyzed with L-(+)-diethyl tartrate and Ti(OiPr)4.
- Subjects :
- Sharpless epoxidation
chemistry.chemical_classification
010405 organic chemistry
Organic Chemistry
Acrolein
Enantioselective synthesis
Diastereomer
Alcohol
Tartrate
010402 general chemistry
01 natural sciences
Aldehyde
Catalysis
0104 chemical sciences
Inorganic Chemistry
chemistry.chemical_compound
chemistry
Organic chemistry
Physical and Theoretical Chemistry
Subjects
Details
- ISSN :
- 09574166
- Volume :
- 28
- Database :
- OpenAIRE
- Journal :
- Tetrahedron: Asymmetry
- Accession number :
- edsair.doi...........9f4c50a3831153f48aeadaf3516689d9