Cryptophycin-39 Unit A Precursor Synthesis by a Tandem Shi Epoxidation and Lactonization Reaction of trans-Styryl Acetic Acid

Sammet B, Radzey H, Neumann B, Stammler H-G, Sewald N (2009)
SYNLETT 2009(03): 417-420.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Autor*in
Sammet, Benedikt; Radzey, Hanna; Neumann, Beate; Stammler, Hans-GeorgUniBi; Sewald, NorbertUniBi
Abstract / Bemerkung
Unit A of cryptophycins is a delta-hydroxy acid with two or four stereogenic centers. The first synthesis of the unit A building block of cryptophycin-39 is based on a catalytic asymmetric Shi epoxidation of trans-styryl acetic acid followed by an in situ lactonization. The scope of this reaction has been investigated with respect to various beta,gamma-unsaturated carboxylic acids as substrates for the asymmetric synthesis of 4-hydroxy-5-phenyl-tetrahydrofuran-2-ones under Shi conditions.
Stichworte
natural products; epoxidations; asymmetric synthesis; bioorganic chemistry; lactones
Erscheinungsjahr
2009
Zeitschriftentitel
SYNLETT
Band
2009
Ausgabe
03
Seite(n)
417-420
ISSN
0936-5214
eISSN
1437-2096
Page URI
https://pub.uni-bielefeld.de/record/1634850

Zitieren

Sammet B, Radzey H, Neumann B, Stammler H-G, Sewald N. Cryptophycin-39 Unit A Precursor Synthesis by a Tandem Shi Epoxidation and Lactonization Reaction of trans-Styryl Acetic Acid. SYNLETT. 2009;2009(03):417-420.
Sammet, B., Radzey, H., Neumann, B., Stammler, H. - G., & Sewald, N. (2009). Cryptophycin-39 Unit A Precursor Synthesis by a Tandem Shi Epoxidation and Lactonization Reaction of trans-Styryl Acetic Acid. SYNLETT, 2009(03), 417-420. https://doi.org/10.1055/s-0028-1087541
Sammet, Benedikt, Radzey, Hanna, Neumann, Beate, Stammler, Hans-Georg, and Sewald, Norbert. 2009. “Cryptophycin-39 Unit A Precursor Synthesis by a Tandem Shi Epoxidation and Lactonization Reaction of trans-Styryl Acetic Acid”. SYNLETT 2009 (03): 417-420.
Sammet, B., Radzey, H., Neumann, B., Stammler, H. - G., and Sewald, N. (2009). Cryptophycin-39 Unit A Precursor Synthesis by a Tandem Shi Epoxidation and Lactonization Reaction of trans-Styryl Acetic Acid. SYNLETT 2009, 417-420.
Sammet, B., et al., 2009. Cryptophycin-39 Unit A Precursor Synthesis by a Tandem Shi Epoxidation and Lactonization Reaction of trans-Styryl Acetic Acid. SYNLETT, 2009(03), p 417-420.
B. Sammet, et al., “Cryptophycin-39 Unit A Precursor Synthesis by a Tandem Shi Epoxidation and Lactonization Reaction of trans-Styryl Acetic Acid”, SYNLETT, vol. 2009, 2009, pp. 417-420.
Sammet, B., Radzey, H., Neumann, B., Stammler, H.-G., Sewald, N.: Cryptophycin-39 Unit A Precursor Synthesis by a Tandem Shi Epoxidation and Lactonization Reaction of trans-Styryl Acetic Acid. SYNLETT. 2009, 417-420 (2009).
Sammet, Benedikt, Radzey, Hanna, Neumann, Beate, Stammler, Hans-Georg, and Sewald, Norbert. “Cryptophycin-39 Unit A Precursor Synthesis by a Tandem Shi Epoxidation and Lactonization Reaction of trans-Styryl Acetic Acid”. SYNLETT 2009.03 (2009): 417-420.
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