Enantioselective Route to Threo 8.0.4'-Type Neolignans: Synthesis of (-)-Virolin
Тип публикации: Journal Article
Дата публикации: 1994-04-01
scimago Q1
wos Q1
БС1
SJR: 0.629
CiteScore: 6.5
Impact factor: 3.6
ISSN: 01633864, 15206025
Organic Chemistry
Drug Discovery
Pharmacology
Pharmaceutical Science
Molecular Medicine
Complementary and alternative medicine
Analytical Chemistry
Краткое описание
A combination of diastereoselective borohydride reduction of the subs- tituted α-bromo-propiophenone [(±)-2] and microbial-assisted hydrolysis of its corresponding bromohydrin acetate using Rhizopus nigricans, led to the chiral epoxide, (-)-6. The regiospecific opening of this epoxide, produced pure (-)-virolin [1], whose absolute configuration could be assigned through this sequence as 7S,8S. It is possible, by selecting the appropriate starting materials, to obtain different chiral threo neolignans of the 8.0,4'-type and to predict their configuration
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Zacchino S. Enantioselective Route to Threo 8.0.4'-Type Neolignans: Synthesis of (-)-Virolin // Journal of Natural Products. 1994. Vol. 57. No. 4. pp. 446-451.
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Zacchino S. Enantioselective Route to Threo 8.0.4'-Type Neolignans: Synthesis of (-)-Virolin // Journal of Natural Products. 1994. Vol. 57. No. 4. pp. 446-451.
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TY - JOUR
DO - 10.1021/np50106a002
UR - https://doi.org/10.1021/np50106a002
TI - Enantioselective Route to Threo 8.0.4'-Type Neolignans: Synthesis of (-)-Virolin
T2 - Journal of Natural Products
AU - Zacchino, Susana
PY - 1994
DA - 1994/04/01
PB - American Chemical Society (ACS)
SP - 446-451
IS - 4
VL - 57
SN - 0163-3864
SN - 1520-6025
ER -
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@article{1994_Zacchino,
author = {Susana Zacchino},
title = {Enantioselective Route to Threo 8.0.4'-Type Neolignans: Synthesis of (-)-Virolin},
journal = {Journal of Natural Products},
year = {1994},
volume = {57},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/np50106a002},
number = {4},
pages = {446--451},
doi = {10.1021/np50106a002}
}
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MLA
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Zacchino, Susana. “Enantioselective Route to Threo 8.0.4'-Type Neolignans: Synthesis of (-)-Virolin.” Journal of Natural Products, vol. 57, no. 4, Apr. 1994, pp. 446-451. https://doi.org/10.1021/np50106a002.