Construction of contiguous chiral tertiary carbon centers by enantioselective Michael reaction of ketone lithium enolates using a chiral amine ligand

Kosuke Yasuda; Mitsum Shindo; Kenji Koga

doi:10.1016/S0040-4039(97)00695-3

Construction of contiguous chiral tertiary carbon centers by enantioselective Michael reaction of ketone lithium enolates using a chiral amine ligand

Kosuke Yasuda, Mitsum Shindo, Kenji Koga

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

18 Citations (Scopus)

Abstract

The diastereo- and enantioselective Michael reaction of ketone lithium enolates using a chiral amine ligand (1) was examined. Michael adducts (4) were obtained in excellent chemical yields (95~99%) with high stereoselectivities (syn-4/anti-4: 16/84~1/99; ee of anti-4: 81~99%) by the reaction between alkyl phenyl ketones (2) and Michael accepters (3) having an alkylidene group.

Original language	English
Pages (from-to)	3531-3534
Number of pages	4
Journal	Tetrahedron Letters
Volume	38
Issue number	20
DOIs	https://doi.org/10.1016/S0040-4039(97)00695-3
Publication status	Published - May 19 1997
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "The diastereo- and enantioselective Michael reaction of ketone lithium enolates using a chiral amine ligand (1) was examined. Michael adducts (4) were obtained in excellent chemical yields (95~99%) with high stereoselectivities (syn-4/anti-4: 16/84~1/99; ee of anti-4: 81~99%) by the reaction between alkyl phenyl ketones (2) and Michael accepters (3) having an alkylidene group.",

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T1 - Construction of contiguous chiral tertiary carbon centers by enantioselective Michael reaction of ketone lithium enolates using a chiral amine ligand

AU - Yasuda, Kosuke

AU - Shindo, Mitsum

AU - Koga, Kenji

PY - 1997/5/19

Y1 - 1997/5/19

N2 - The diastereo- and enantioselective Michael reaction of ketone lithium enolates using a chiral amine ligand (1) was examined. Michael adducts (4) were obtained in excellent chemical yields (95~99%) with high stereoselectivities (syn-4/anti-4: 16/84~1/99; ee of anti-4: 81~99%) by the reaction between alkyl phenyl ketones (2) and Michael accepters (3) having an alkylidene group.

AB - The diastereo- and enantioselective Michael reaction of ketone lithium enolates using a chiral amine ligand (1) was examined. Michael adducts (4) were obtained in excellent chemical yields (95~99%) with high stereoselectivities (syn-4/anti-4: 16/84~1/99; ee of anti-4: 81~99%) by the reaction between alkyl phenyl ketones (2) and Michael accepters (3) having an alkylidene group.

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U2 - 10.1016/S0040-4039(97)00695-3

DO - 10.1016/S0040-4039(97)00695-3

M3 - Article

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VL - 38

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EP - 3534

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 20

ER -

Construction of contiguous chiral tertiary carbon centers by enantioselective Michael reaction of ketone lithium enolates using a chiral amine ligand

Abstract

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