Asymmetric dihydroxylation of enynes

Kyu Sung Jeong; Peter Sjö; K. Barry Sharpless

doi:10.1016/S0040-4039(00)74797-6

Asymmetric dihydroxylation of enynes

Kyu Sung Jeong, Peter Sjö, K. Barry Sharpless

Department of Chemistry

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

62 Citations (Scopus)

Abstract

Catalytic asymmetric dihydroxylations of 1,3-enynes were studied using 9-O-(9′-phenanthryl) dihydroquinidine (PHN-DHQD) 1 and 1,4-bis-(9-O-dihydroquinidine) phthalazine (DHQD₂-PHAL) 2. Terminal olefins showed moderate (38-79% ee) and trans-disubstituted olefins high enantioselectivities (73 - 97% ee).

Original language	English
Pages (from-to)	3833-3836
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	27
DOIs	https://doi.org/10.1016/S0040-4039(00)74797-6
Publication status	Published - 1992 Jun

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Asymmetric dihydroxylation of enynes",

abstract = "Catalytic asymmetric dihydroxylations of 1,3-enynes were studied using 9-O-(9′-phenanthryl) dihydroquinidine (PHN-DHQD) 1 and 1,4-bis-(9-O-dihydroquinidine) phthalazine (DHQD2-PHAL) 2. Terminal olefins showed moderate (38-79% ee) and trans-disubstituted olefins high enantioselectivities (73 - 97% ee).",

author = "Jeong, {Kyu Sung} and Peter Sj{\"o} and Sharpless, {K. Barry}",

year = "1992",

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AU - Jeong, Kyu Sung

AU - Sjö, Peter

AU - Sharpless, K. Barry

PY - 1992/6

Y1 - 1992/6

N2 - Catalytic asymmetric dihydroxylations of 1,3-enynes were studied using 9-O-(9′-phenanthryl) dihydroquinidine (PHN-DHQD) 1 and 1,4-bis-(9-O-dihydroquinidine) phthalazine (DHQD2-PHAL) 2. Terminal olefins showed moderate (38-79% ee) and trans-disubstituted olefins high enantioselectivities (73 - 97% ee).

AB - Catalytic asymmetric dihydroxylations of 1,3-enynes were studied using 9-O-(9′-phenanthryl) dihydroquinidine (PHN-DHQD) 1 and 1,4-bis-(9-O-dihydroquinidine) phthalazine (DHQD2-PHAL) 2. Terminal olefins showed moderate (38-79% ee) and trans-disubstituted olefins high enantioselectivities (73 - 97% ee).

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DO - 10.1016/S0040-4039(00)74797-6

M3 - Article

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EP - 3836

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 27

ER -

Asymmetric dihydroxylation of enynes

Abstract

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