Asymmetric synthesis of various chiral 5-pyrimidyl-alkanols by the enantios elective alkylation of pyrimidine-5-carbaldehydes with dialkylzincs in the presence of chiral amino alcohols

Takanori Shibata; Tadakatsu Hayase; Yasuyuki Aiba; Hayami Tabira; Kenso Soai

doi:10.3987/com-96-s5

Asymmetric synthesis of various chiral 5-pyrimidyl-alkanols by the enantios elective alkylation of pyrimidine-5-carbaldehydes with dialkylzincs in the presence of chiral amino alcohols

Takanori Shibata^*, Tadakatsu Hayase, Yasuyuki Aiba, Hayami Tabira, Kenso Soai

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

(1S,2R)-N,N-Dibutylnorephedrine catalyzes the enantioselective addition of dialkylzincs to various pyrimidine-5-carbaldehydes. Ethylation and butylation proceed with high enantioselectivities (up to 94% e.e.) to give optically active secondary 5-pyrimidyl alkanols.

Original language	English
Pages (from-to)	235-240
Number of pages	6
Journal	Heterocycles
Volume	46
Issue number	1
DOIs	https://doi.org/10.3987/com-96-s5
Publication status	Published - 1997 Jan 1
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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Asymmetric synthesis of various chiral 5-pyrimidyl-alkanols by the enantios elective alkylation of pyrimidine-5-carbaldehydes with dialkylzincs in the presence of chiral amino alcohols. / Shibata, Takanori; Hayase, Tadakatsu; Aiba, Yasuyuki et al.
In: Heterocycles, Vol. 46, No. 1, 01.01.1997, p. 235-240.

Research output: Contribution to journal › Article › peer-review

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abstract = "(1S,2R)-N,N-Dibutylnorephedrine catalyzes the enantioselective addition of dialkylzincs to various pyrimidine-5-carbaldehydes. Ethylation and butylation proceed with high enantioselectivities (up to 94% e.e.) to give optically active secondary 5-pyrimidyl alkanols.",

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AU - Aiba, Yasuyuki

AU - Tabira, Hayami

AU - Soai, Kenso

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AB - (1S,2R)-N,N-Dibutylnorephedrine catalyzes the enantioselective addition of dialkylzincs to various pyrimidine-5-carbaldehydes. Ethylation and butylation proceed with high enantioselectivities (up to 94% e.e.) to give optically active secondary 5-pyrimidyl alkanols.

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Asymmetric synthesis of various chiral 5-pyrimidyl-alkanols by the enantios elective alkylation of pyrimidine-5-carbaldehydes with dialkylzincs in the presence of chiral amino alcohols

Abstract

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