Chemo-Enzymatic Total Synthesis of 3-Epiaustraline, Australine, and 7-Epialexine
Publication type: Journal Article
Publication date: 2000-11-05
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
11101383
Organic Chemistry
Abstract
Sequential enzymatic aldol reaction and bis-reductive amination leads to the total syntheses of tetrahydroxylated pyrrolizidine alkaloids, 3-epiaustaline (14), australine (1), and 7-epialexine (11). This approach allows for their rapid construction without the need for protecting group manipulation of the hydroxyl functionality. In addition, an improved procedure for the asymmetric epoxidation of divinyl carbinol (3) was described, and the product was used in a concise synthesis of the required triol 7 and ent-7.
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82
Total citations:
82
Citations from 2024:
2
(2.44%)
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MLA
Cite this
GOST
Copy
Romero A., Wong C. H. Chemo-Enzymatic Total Synthesis of 3-Epiaustraline, Australine, and 7-Epialexine // Journal of Organic Chemistry. 2000. Vol. 65. No. 24. pp. 8264-8268.
GOST all authors (up to 50)
Copy
Romero A., Wong C. H. Chemo-Enzymatic Total Synthesis of 3-Epiaustraline, Australine, and 7-Epialexine // Journal of Organic Chemistry. 2000. Vol. 65. No. 24. pp. 8264-8268.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jo000933d
UR - https://doi.org/10.1021/jo000933d
TI - Chemo-Enzymatic Total Synthesis of 3-Epiaustraline, Australine, and 7-Epialexine
T2 - Journal of Organic Chemistry
AU - Romero, Alex
AU - Wong, Chi Hung
PY - 2000
DA - 2000/11/05
PB - American Chemical Society (ACS)
SP - 8264-8268
IS - 24
VL - 65
PMID - 11101383
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2000_Romero,
author = {Alex Romero and Chi Hung Wong},
title = {Chemo-Enzymatic Total Synthesis of 3-Epiaustraline, Australine, and 7-Epialexine},
journal = {Journal of Organic Chemistry},
year = {2000},
volume = {65},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/jo000933d},
number = {24},
pages = {8264--8268},
doi = {10.1021/jo000933d}
}
Cite this
MLA
Copy
Romero, Alex, and Chi Hung Wong. “Chemo-Enzymatic Total Synthesis of 3-Epiaustraline, Australine, and 7-Epialexine.” Journal of Organic Chemistry, vol. 65, no. 24, Nov. 2000, pp. 8264-8268. https://doi.org/10.1021/jo000933d.