Project|synthesis
Total Syntheses of Biologically Active Natural Products
Zaragozic Acid C
Pinnatoxin A
Hygrolidin
Polygalolide A
Selected Publications
- Total Synthesis of Pinnatoxin A.
S. Nakamura, F. Kikuchi, and S. Hashimoto, Angew. Chem. Int. Ed., 2008, 47, 7091|7094. [DOI] (Highlighted in Synfacts 2009, 237)
- Stereoselective Synthesis of a C1|C6 Fragment of Pinnatoxin A via a 1,4-Addition/Alkylation Sequence.
S. Nakamura, F. Kikuchi, and S. Hashimoto, Tetrahedron: Asymmetry, 2008, 19, 1059|1067. [DOI]
- A Short, Formal, Biomimetic Synthesis of (})-Polygalolides A and B.
B. B. Snider, X. Wu, S. Nakamura, and S. Hashimoto, Org. Lett., 2007, 9, 873|874. [DOI] (Highlighted in Synfacts 2007, 788)
- Total Syntheses of Zaragozic Acids A and C by a Carbonyl Ylide Cycloaddition Strategy.
Y. Hirata, S. Nakamura, N. Watanabe, O. Kataoka, T. Kurosaki, M. Anada, S. Kitagaki, M. Shiro, and S. Hashimoto, Chem. Eur. J., 2006, 12, 8898|8925. [DOI]
- Total Synthesis and Absolute Stereochemistry of Polygalolides A and B.
S. Nakamura, Y. Sugano, F. Kikuchi, and S. Hashimoto, Angew. Chem. Int. Ed., 2006, 45, 6532|6535. [DOI] (Highlighted in Synfacts 2007, 118)
- Total Synthesis of Zaragozic Acid C by an Aldol-Based Strategy.
S. Nakamura, H. Sato, Y. Hirata, N. Watanabe, and S. Hashimoto, Tetrahedron, 2005, 61, 11078|11106. [DOI] (Highlighted in Synfacts 2006, 425)
- Total Synthesis of the Squalene Synthase Inhibitor Zaragozic Acid C by a Carbonyl Ylide Cycloaddition Strategy.
S. Nakamura, Y. Hirata, T. Kurosaki, M. Anada, O. Kataoka, S. Kitagaki, and S. Hashimoto, Angew. Chem. Int. Ed., 2003, 42, 5351|5355. [DOI] (Highlighted in Synfacts 2007, 350)
- Studies Directed toward the Total Synthesis of Pinnatoxin A: Synthesis of the 6,5,6-Dispiroketal (BCD Ring) System by Double
Hemiketal Formation/Hetero-Michael Addition Strategy.
S. Nakamura, J. Inagaki, M. Kudo, T. Sugimoto, K. Obara, M. Nakajima, and S. Hashimoto, Tetrahedron, 2002, 58,
10353|10374. [DOI]
- A Highly Stereoselective Synthesis of the C10|C31 (BCDEF Ring) Portion of Pinnatoxin A.
S. Nakamura, J. Inagaki, T. Sugimoto, Y. Ura, and S. Hashimoto, Tetrahedron, 2002, 58, 10375|10386. [DOI]
- A Stereoselective Synthesis of the C10|C31 (BCDEF Ring) Portion of Pinnatoxin A.
S. Nakamura, J. Inagaki, T. Sugimoto, M. Kudo, M. Nakajima, and S. Hashimoto, Org. Lett., 2001, 3, 4075|4078. [DOI]
- A Concise and Enantioselective Synthesis of a C-6 O-Acyl Side Chain Equivalent of Zaragozic Acid A.
S. Nakamura, J. Inagaki, J. Kitaguchi, K. Tatani, and S. Hashimoto, Chem. Pharm. Bull., 1999, 47, 1330|1333. [Journal@rchive]
- Facile and Efficient Preparation of the C-1 Side Chain Equivalent of Zaragozic Acid C.
H. Sato, J. Kitaguchi, S. Nakamura, and S. Hashimoto, Chem. Pharm. Bull., 1998, 46, 1816|1819. [Journal@rchive]
- Toward the Second-Generation Synthesis of Zaragozic Acids: Construction of the 2,8-Dioxabicyclo[3.2.1]octane Core System via Tandem Carbonyl Ylide Formation and 1,3-Dipolar Cycloaddition Sequence.
O. Kataoka, S. Kitagaki, N. Watanabe, J. Kobayashi, S. Nakamura, M. Shiro, and S. Hashimoto, Tetrahedron Lett., 1998, 39, 2371|2374. [DOI]
- Total Synthesis of the Squalene Synthase Inhibitor Zaragozic Acid C.
H. Sato, S. Nakamura, N. Watanabe, and S. Hashimoto, Synlett, 1997, 451|454. [DOI]
- Toward the Total Synthesis of Hygrolidin: Stereocontrolled Construction of the C1-C17 Seco-Acid Fragment and the C18-C25 Masked Hemiacetal Subunit.
K. Makino, K. Kimura, N. Nakajima, S. Hashimoto, and O. Yonemitsu, Tetrahedron Lett., 1996, 37, 9073|9076. [DOI]
- Total Synthesis of 16-Membered Tetraene Macrolide Hygrolidin.
K. Makino, N. Nakajima, S. Hashimoto, and O. Yonemitsu, Tetrahedron Lett., 1996, 37, 9077|9080. [DOI]
Laboratory of Synthetic and Industrial Chemistry
Faculty of Pharmaceutical Sciences
Hokkaido University
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