Synthesis of pseudodeflectusin and ustusorane C: Structural revision of aspergione A and B

Bioscience, Biotechnology and Biochemistry

Volumn 74, Issue 8, 2010, Pages 1635-1640

  Kuramochi, Kouji ^a   Saito, Fumiyo ^b   Nakazaki, Atsuo ^b   Takeuchi, Toshifumi ^b   Tsubaki, Kazunori ^a   Sugawara, Fumio ^b   Kobayashi, Susumu ^b  

^a KYOTO PREFECTURAL UNIVERSITY   (Japan)

^b TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

Aromatic compound; Carbonyl compound; Natural product; Stereochemistry; Total synthesis

Indexed keywords

CARBONYL COMPOUNDS; NATURAL COMPOUNDS; NATURAL PRODUCT; NATURAL PRODUCTS; NMR DATA; NMR SPECTRUM; OPTICALLY ACTIVE; TOTAL SYNTHESIS;

AROMATIC COMPOUNDS; CARBONYLATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY;

COMPLEXATION;

ASPERGIONE A; ASPERGIONE B; BENZOPYRAN DERIVATIVE; CHROMAN DERIVATIVE; PSEUDODEFLECTUSIN; SESQUITERPENE; USTUSORANE C;

ARTICLE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

BENZOPYRANS; CHROMANS; MAGNETIC RESONANCE SPECTROSCOPY; SESQUITERPENES;

EID: 77956045417     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.100241     Document Type: Article

References (16)

1. Ogawa A, Murakami C, Kamisuki S, Kuriyama I, Yoshida H, Sugawara F, and Mizushina Y, Bioorg. Med. Chem. Lett., 14, 3539-3543 (2004).
2. Lu Z, Wang Y, Miao C, Liu P, Hong K, and Zhu W, J. Nat. Prod., 72, 1761-1767 (2009).
3. Lin W, Brauers G, Ebel R, Wray V, Berg A, Sudarsono, and Proksch P, J. Nat. Prod., 66, 57-61 (2003).
4. Saito F, Kuramochi K, Nakazaki A, Mizushina Y, Sugawara F, and Kobayashi S, Eur. J. Org. Chem., 4796-4799 (2006).
5. Tobe M, Tashiro T, Sasaki M, and Takikawa H, Tetrahedron, 63, 9333-9337 (2007).
6. Kraus GA, J. Org. Chem., 46, 201-202 (1981).
7. Kumemura T, Choshi T, Hirata C, Sera M, Takahashi Y, Nobuhiro J, and Hibino S, Heterocycles, 61, 13-17 (2003).
8. Munro TA, Rizzacasa MA, Roth BL, Toth BA, and Yan F, J. Med. Chem., 48, 345-348 (2005).
9. Kwon BS and Tae J, Heterocycles, 62, 137-141 (2004).
10. van Laak K and Scharf HD, Tetrahedron, 45, 5511-5516 (1989).
11. Riva C, De Toma C, Donadel L, Boi C, Pennini R, Motta G, and Leonardi A, Synthesis, 195-201 (1997).
12. van der Merwe KJ, Steyn PS, Fourie L, Scott DB, and Theron JJ, Nature, 205, 1112-1113 (1965).
13. Schaus SE, Brandes BD, Larrow JF, Tokunaga M, Hansen KB, Gould AE, Furrow ME, and Jacobsen EN, J. Am. Chem. Soc., 124, 1307-1315 (2001).
14. Corey EJ, Gilman NW, and Ganen BE, J. Am. Chem. Soc., 90, 5616-5617 (1968).
15. Corey EJ, Katzenellenbogen JA, Gilman NW, Roman SA, and Erickson BW, J. Am. Chem. Soc., 90, 5618-5620 (1968).
16. Lai G and Anderson WK, Synth. Commun., 27, 1281-1287 (1997).