Versatile method for the synthesis of 4-substituted 6-methyl-3-oxabicyclo[3.3.1]non-6-ene-1-methanol derivatives: Prins-type cyclization reaction catalyzed by hafnium triflate
Тип публикации: Journal Article
Дата публикации: 2009-11-01
SCImago Q3
WOS Q3
БС2
SJR: 0.285
CiteScore: 2.8
Impact factor: 1.4
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
A versatile method for the synthesis of 4-substituted 6-methyl-3-oxabicyclo[3.3.1]non-6-ene-1-methanol derivatives has been developed using Prins-type cyclization reaction between aldehydes and O-protected/unprotected cyclohex-3-ene-1,1-dimethanol. Under optimized reaction conditions using hafnium triflate, various substrates, including functionalized benzaldehydes and heteroaromatic carbaldehydes, afforded cyclization products in high yields.
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Nakamura M., Niiyama K., Yamakawa T. Versatile method for the synthesis of 4-substituted 6-methyl-3-oxabicyclo[3.3.1]non-6-ene-1-methanol derivatives: Prins-type cyclization reaction catalyzed by hafnium triflate // Tetrahedron Letters. 2009. Vol. 50. No. 47. pp. 6462-6465.
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Nakamura M., Niiyama K., Yamakawa T. Versatile method for the synthesis of 4-substituted 6-methyl-3-oxabicyclo[3.3.1]non-6-ene-1-methanol derivatives: Prins-type cyclization reaction catalyzed by hafnium triflate // Tetrahedron Letters. 2009. Vol. 50. No. 47. pp. 6462-6465.
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TY - JOUR
DO - 10.1016/j.tetlet.2009.08.120
UR - https://doi.org/10.1016/j.tetlet.2009.08.120
TI - Versatile method for the synthesis of 4-substituted 6-methyl-3-oxabicyclo[3.3.1]non-6-ene-1-methanol derivatives: Prins-type cyclization reaction catalyzed by hafnium triflate
T2 - Tetrahedron Letters
AU - Nakamura, Masayuki
AU - Niiyama, Kenji
AU - Yamakawa, Takeru
PY - 2009
DA - 2009/11/01
PB - Elsevier
SP - 6462-6465
IS - 47
VL - 50
SN - 0040-4039
SN - 1873-3581
ER -
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@article{2009_Nakamura,
author = {Masayuki Nakamura and Kenji Niiyama and Takeru Yamakawa},
title = {Versatile method for the synthesis of 4-substituted 6-methyl-3-oxabicyclo[3.3.1]non-6-ene-1-methanol derivatives: Prins-type cyclization reaction catalyzed by hafnium triflate},
journal = {Tetrahedron Letters},
year = {2009},
volume = {50},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/j.tetlet.2009.08.120},
number = {47},
pages = {6462--6465},
doi = {10.1016/j.tetlet.2009.08.120}
}
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MLA
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Nakamura, Masayuki, et al. “Versatile method for the synthesis of 4-substituted 6-methyl-3-oxabicyclo[3.3.1]non-6-ene-1-methanol derivatives: Prins-type cyclization reaction catalyzed by hafnium triflate.” Tetrahedron Letters, vol. 50, no. 47, Nov. 2009, pp. 6462-6465. https://doi.org/10.1016/j.tetlet.2009.08.120.
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