Thermostable enzymes in organic synthesis, 5. Total synthesis of S-(+)-Z-dodec-3-en-11-olide (ferrulactone II) using a tbadh-generated bifunctional chiron.
Тип публикации: Journal Article
Дата публикации: 1991-01-01
scimago Q3
wos Q2
БС2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
The total synthesis of (S)-(+)-ferrulactone ( 2 ), one of several synergistic aggregation pheromones produced by male flat grain beetles, Cryptolestes ferrugineus (Stephens) was achieved in a five-step synthesis in very high optical purity (>99% ee) and 17.5% chemical yield, starting from (S)-(+)-methyl-8-hydroxynonanoate ( 5 ) and a three-carbon Wittig reagent 11 . The nine-carbon bifunctional chiron 5 was obtained from methyl 8-oxononanoate via enantioselective reduction with Thermoanaerobium brockii alcohol dehydrogenase (TBADH).
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ГОСТ
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Keinan E. et al. Thermostable enzymes in organic synthesis, 5. Total synthesis of S-(+)-Z-dodec-3-en-11-olide (ferrulactone II) using a tbadh-generated bifunctional chiron. // Tetrahedron. 1991. Vol. 47. No. 26. pp. 4631-4638.
ГОСТ со всеми авторами (до 50)
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Keinan E., Sinha S. K., Singh S. Thermostable enzymes in organic synthesis, 5. Total synthesis of S-(+)-Z-dodec-3-en-11-olide (ferrulactone II) using a tbadh-generated bifunctional chiron. // Tetrahedron. 1991. Vol. 47. No. 26. pp. 4631-4638.
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TY - JOUR
DO - 10.1016/S0040-4020(01)86469-3
UR - https://doi.org/10.1016/S0040-4020(01)86469-3
TI - Thermostable enzymes in organic synthesis, 5. Total synthesis of S-(+)-Z-dodec-3-en-11-olide (ferrulactone II) using a tbadh-generated bifunctional chiron.
T2 - Tetrahedron
AU - Keinan, Ehud
AU - Sinha, Subhash Kumar
AU - Singh, Surendra
PY - 1991
DA - 1991/01/01
PB - Elsevier
SP - 4631-4638
IS - 26
VL - 47
SN - 0040-4020
SN - 1464-5416
ER -
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BibTex (до 50 авторов)
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@article{1991_Keinan,
author = {Ehud Keinan and Subhash Kumar Sinha and Surendra Singh},
title = {Thermostable enzymes in organic synthesis, 5. Total synthesis of S-(+)-Z-dodec-3-en-11-olide (ferrulactone II) using a tbadh-generated bifunctional chiron.},
journal = {Tetrahedron},
year = {1991},
volume = {47},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/S0040-4020(01)86469-3},
number = {26},
pages = {4631--4638},
doi = {10.1016/S0040-4020(01)86469-3}
}
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MLA
Скопировать
Keinan, Ehud, et al. “Thermostable enzymes in organic synthesis, 5. Total synthesis of S-(+)-Z-dodec-3-en-11-olide (ferrulactone II) using a tbadh-generated bifunctional chiron..” Tetrahedron, vol. 47, no. 26, Jan. 1991, pp. 4631-4638. https://doi.org/10.1016/S0040-4020(01)86469-3.