Formal total synthesis of (+)-macrosphelide a based on regioselective hydrolysis using lipase

Chemical and Pharmaceutical Bulletin

Volumn 50, Issue 5, 2002, Pages 692-696

  Ono, Machiko ^a   Nakamura, Hiroshi ^a   Arakawa, Satoko ^a   Honda, Naoko ^a   Akita, Hiroyuki ^a  

^a TOHO UNIVERSITY   (Japan)

Author keywords

Enzymatic hydrolysis; Keck condensation; Macrosphelide A; Total synthesis

Indexed keywords

ESTER DERIVATIVE; HYDROXYACID; LACTONE DERIVATIVE; MACROSPHELIDE A; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG; ANTIINFECTIVE AGENT; HETEROCYCLIC COMPOUND; LACTONE;

ARTICLE; CANDIDA RUGOSA; DRUG SYNTHESIS; HYDROLYSIS; MACROLACTONIZATION; METHANOLYSIS; STEREOCHEMISTRY; CATALYSIS; CHEMISTRY; SYNTHESIS;

ANTI-BACTERIAL AGENTS; CATALYSIS; HETEROCYCLIC COMPOUNDS; HYDROLYSIS; LACTONES; LIPASE;

EID: 0036581657     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.50.692     Document Type: Article

References (8)

1. Hayashi M., Kim Y.-P., Hiraoka H., Natori M., Takamatsu S., Kawakubo T., Masuma R., Komiyama K., Omura S., J. Antibiot., 48, 1435-1439 (1995).
2. Takamatsu S., Kim Y.-P., Hayashi M., Hiraoka H., Natori M., Komiyama K., Omura S., J. Antibiot., 49, 95-98 (1996).
3. Ono M., Nakamura H., Konno F., Akita H., Tetrahedron: Asymmetry, 11, 2753-2764 (2000).
4. Ono M., Saotome C., Akita H., Tetrahedron: Asymmetry, 7, 2595-2602 (1996).
5. Boden E. P., Keck G. E., J. Org. Chem., 50, 2394-2395 (1985).
6. Inanaga J., Hirata K., Saeki H., Katsuki T., Yamaguchi M., Bull. Chem. Soc. Jpn., 52, 1989-1993 (1979).
7. Nakamura H., Ono M., Makino M., Akita H., Heterocycles, 57, 327-336 (2002).
8. Nakamura H., Ono M., Yamada T., Numata A., Akita H., Chem. Pharm. Bull., 50, 303-306 (2002).