Exploring Biosynthetic Relationships among Furanocembranoids: Synthesis of (−)-Bipinnatin J, (+)-Intricarene, (+)-Rubifolide, and (+)-Isoepilophodione B
Тип публикации: Journal Article
Дата публикации: 2006-11-09
scimago Q1
wos Q1
БС1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
17134301
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
The asymmetric total synthesis of (-)-bipinnatin J and its conversion into (+)-intricarene through a transannular 1,3-dipolar cycloaddition is described. In addition, the conversion of (-)-bipinnatin J into (+)-rubifolide and (+)-isoepilophodione B is reported. Biosynthetic relationships among furanocembranoids and the possible role of 1,3-dipolar cycloadditions in biosynthesis are discussed. [reaction: see text]
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Roethle P. A., Hernandez P. T., Trauner D. Exploring Biosynthetic Relationships among Furanocembranoids: Synthesis of (−)-Bipinnatin J, (+)-Intricarene, (+)-Rubifolide, and (+)-Isoepilophodione B // Organic Letters. 2006. Vol. 8. No. 25. pp. 5901-5904.
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Roethle P. A., Hernandez P. T., Trauner D. Exploring Biosynthetic Relationships among Furanocembranoids: Synthesis of (−)-Bipinnatin J, (+)-Intricarene, (+)-Rubifolide, and (+)-Isoepilophodione B // Organic Letters. 2006. Vol. 8. No. 25. pp. 5901-5904.
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TY - JOUR
DO - 10.1021/ol062581o
UR - https://doi.org/10.1021/ol062581o
TI - Exploring Biosynthetic Relationships among Furanocembranoids: Synthesis of (−)-Bipinnatin J, (+)-Intricarene, (+)-Rubifolide, and (+)-Isoepilophodione B
T2 - Organic Letters
AU - Roethle, Paul A
AU - Hernandez, Paul T
AU - Trauner, Dirk
PY - 2006
DA - 2006/11/09
PB - American Chemical Society (ACS)
SP - 5901-5904
IS - 25
VL - 8
PMID - 17134301
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2006_Roethle,
author = {Paul A Roethle and Paul T Hernandez and Dirk Trauner},
title = {Exploring Biosynthetic Relationships among Furanocembranoids: Synthesis of (−)-Bipinnatin J, (+)-Intricarene, (+)-Rubifolide, and (+)-Isoepilophodione B},
journal = {Organic Letters},
year = {2006},
volume = {8},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/ol062581o},
number = {25},
pages = {5901--5904},
doi = {10.1021/ol062581o}
}
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MLA
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Roethle, Paul A., et al. “Exploring Biosynthetic Relationships among Furanocembranoids: Synthesis of (−)-Bipinnatin J, (+)-Intricarene, (+)-Rubifolide, and (+)-Isoepilophodione B.” Organic Letters, vol. 8, no. 25, Nov. 2006, pp. 5901-5904. https://doi.org/10.1021/ol062581o.