Fully reagent-controlled asymmetric synthesis of (-)-spongidepsin via the Zr-catalyzed asymmetric carboalumination of alkenes (ZACA reaction).
Gangguo Zhu
1
,
Ei-ichi Negishi
1
Тип публикации: Journal Article
Дата публикации: 2007-06-21
scimago Q1
wos Q1
БС1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
17583343
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
The ZACA reaction has been shown to proceed satisfactorily with internally OH-substituted 1-alkenes, provided that the OH group is unprotected and non-allylic. This reaction was used for reagent-controlled asymmetric construction of 3. Allylic alcohol was converted to 2 in seven steps via iterative ZACA processes and simple chromatography. (-)-Spongidepsin (1) was synthesized by using 2 and 3 through application of the esterification-amidation-ring-closing metathesis protocol previously reported.
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Zhu G., Negishi E. Fully reagent-controlled asymmetric synthesis of (-)-spongidepsin via the Zr-catalyzed asymmetric carboalumination of alkenes (ZACA reaction). // Organic Letters. 2007. Vol. 9. No. 15. pp. 2771-2774.
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Zhu G., Negishi E. Fully reagent-controlled asymmetric synthesis of (-)-spongidepsin via the Zr-catalyzed asymmetric carboalumination of alkenes (ZACA reaction). // Organic Letters. 2007. Vol. 9. No. 15. pp. 2771-2774.
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TY - JOUR
DO - 10.1021/ol0707259
UR - https://doi.org/10.1021/ol0707259
TI - Fully reagent-controlled asymmetric synthesis of (-)-spongidepsin via the Zr-catalyzed asymmetric carboalumination of alkenes (ZACA reaction).
T2 - Organic Letters
AU - Zhu, Gangguo
AU - Negishi, Ei-ichi
PY - 2007
DA - 2007/06/21
PB - American Chemical Society (ACS)
SP - 2771-2774
IS - 15
VL - 9
PMID - 17583343
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2007_Zhu,
author = {Gangguo Zhu and Ei-ichi Negishi},
title = {Fully reagent-controlled asymmetric synthesis of (-)-spongidepsin via the Zr-catalyzed asymmetric carboalumination of alkenes (ZACA reaction).},
journal = {Organic Letters},
year = {2007},
volume = {9},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/ol0707259},
number = {15},
pages = {2771--2774},
doi = {10.1021/ol0707259}
}
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MLA
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Zhu, Gangguo, and Ei-ichi Negishi. “Fully reagent-controlled asymmetric synthesis of (-)-spongidepsin via the Zr-catalyzed asymmetric carboalumination of alkenes (ZACA reaction)..” Organic Letters, vol. 9, no. 15, Jun. 2007, pp. 2771-2774. https://doi.org/10.1021/ol0707259.