Total Synthesis of (+)-Aplykurodinone-1
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The Bestsyn Technologies, 188 Kaiyuan Avenue, The Science Park of Guangzhou, Guangdong 510530, China
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Publication type: Journal Article
Publication date: 2017-08-31
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
28857569
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Starting from (R)-citronellic acid and (R)-seudenol, the total synthesis of (+)-aplykurodinone-1, a highly degraded marine steroid, has been achieved in 11 steps and in 19% overall yield with excellent stereochemical control. In addition to the features such as an Ireland-Claisen rearrangement, an intramolecular carbonyl-ene cyclization, and an intramolecular Michael addition, the present synthetic strategy is accomplished without the use of protecting groups.
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Total citations:
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Citations from 2024:
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RIS
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TY - JOUR
DO - 10.1021/acs.orglett.7b02350
UR - https://doi.org/10.1021/acs.orglett.7b02350
TI - Total Synthesis of (+)-Aplykurodinone-1
T2 - Organic Letters
AU - Xu Bo, Bo
AU - Wen, Xun
AU - Wang, Tingzhong
AU - Qiu, Fayang
PY - 2017
DA - 2017/08/31
PB - American Chemical Society (ACS)
SP - 4861-4863
IS - 18
VL - 19
PMID - 28857569
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2017_Xu Bo,
author = {Bo Xu Bo and Xun Wen and Tingzhong Wang and Fayang Qiu},
title = {Total Synthesis of (+)-Aplykurodinone-1},
journal = {Organic Letters},
year = {2017},
volume = {19},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.orglett.7b02350},
number = {18},
pages = {4861--4863},
doi = {10.1021/acs.orglett.7b02350}
}
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Xu Bo, Bo, et al. “Total Synthesis of (+)-Aplykurodinone-1.” Organic Letters, vol. 19, no. 18, Aug. 2017, pp. 4861-4863. https://doi.org/10.1021/acs.orglett.7b02350.