Total syntheses of (-)- and (+)-boronolide and their plant growth-inhibitory activity

Bioscience, Biotechnology and Biochemistry

Volumn 76, Issue 9, 2012, Pages 1708-1714

  Yamauchi, Satoshi ^a   Isozaki, Yasuyoshi ^a   Nishimura, Hiroki ^a   Tsuda, Tomoko ^a   Nishiwaki, Hisashi ^a   Shuto, Yoshihiro ^a  

^a EHIME UNIVERSITY   (Japan)

Author keywords

6 substituted 5,6 dihydro pyrone; Boronolide; Plant growth inhibitory activity; Yeast reduction

Indexed keywords

BAEYER VILLIGER OXIDATION; BORONOLIDE; CHIRAL CENTERS; MITSUNOBU REACTIONS; NATURALLY OCCURRING; OXAZABOROLIDINE; RACEMIC SUBSTRATES; STEREOCENTERS; TOTAL SYNTHESIS; YEAST REDUCTION; YEAST-REDUCTIVE PRODUCT;

STEREOCHEMISTRY; STEREOSELECTIVITY;

YEAST;

BORONOLIDE; HETEROCYCLIC COMPOUND; LACTONE; PHYTOHORMONE; PYRONE DERIVATIVE;

ARTICLE; BIOCATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; ECHINOCHLOA; GROWTH, DEVELOPMENT AND AGING; METABOLISM; OXIDATION REDUCTION REACTION; STEREOISOMERISM; YEAST;

AZA COMPOUNDS; BIOCATALYSIS; ECHINOCHLOA; LACTONES; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; PLANT GROWTH REGULATORS; PYRONES; STEREOISOMERISM; YEASTS;

ECHINOCHLOA CRUS-GALLI;

EID: 84866690539     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.120317     Document Type: Article

References (14)

1. Franca NC and Polonsky J, Compt. Rend. Hebd. Seances, Acad. Sci., Ser. C, 273, 439 (1971).
2. Kjaer A, Norrestam R, and Polonsky J, Acta Chem. Scand. B, 39, 745-749 (1985).
3. Raghavan S and Krishnaiah V, Tetrahedron Lett., 47, 7611-7614 (2006).
4. Prasad KR and Anbarasan P, Tetrahedron: Asymmetry, 17, 1146-1151 (2006).
5. Kumar P and Naidu SV, J. Org. Chem., 71, 3935-3941 (2006).
6. Boruwa J and Barua NC, Tetrahedron, 62, 1193-1198 (2006).
7. Davies-Coleman MT and Rivett DEA, Fortschr. Chem. Org. Naturst., 55, 1-35 (1989).
8. Yamauchi S, Takeda K, Ganaha M, and Kinoshita Y, J. Chem. Soc., Perkin Trans. 1, 2156-2160 (2002).
9. Sharpless KB, Amberg W, Bennani YL, Crispino GA, Hartung J, Jeong K-S, Kwong H-L, Morikawa K, Wang Z-M, Xu D, and Zhang X-L, J. Org. Chem., 57, 2768-2771 (1992).
10. Yamauchi S, Kinoshita Y, and Kinoshita Y, Biosci. Biotechnol. Biochem., 67, 1959-1969 (2003).
11. Corey EJ, Bakshi RK, and Shibata S, J. Am. Chem. Soc., 109, 5551-5553 (1987).
12. Poon KWC and Dudley GB, J. Org. Chem., 71, 3923-3927 (2006).
13. Chandrasekhar M, Raina S, and Singh VK, Tetrahedron Lett., 41, 4969-4971 (2000).
14. Honda T, Horiuchi S, Mizutani H, and Kanai K, J. Org. Chem., 61, 4944-4948 (1996).