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

Access to Document

10.1016/S0040-4039(97)00695-3

Fingerprint Dive into the research topics of 'Construction of contiguous chiral tertiary carbon centers by enantioselective Michael reaction of ketone lithium enolates using a chiral amine ligand'. Together they form a unique fingerprint.

Cite this

@article{ade939e0526a409799ef6a354602bc10,

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

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.",

author = "Kosuke Yasuda and Mitsum Shindo and Kenji Koga",

year = "1997",

month = may,

day = "19",

doi = "10.1016/S0040-4039(97)00695-3",

language = "English",

volume = "38",

pages = "3531--3534",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "20",

}

TY - JOUR

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.

UR - http://www.scopus.com/inward/record.url?scp=0030921406&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0030921406&partnerID=8YFLogxK

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

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

M3 - Article

AN - SCOPUS:0030921406

VL - 38

SP - 3531

EP - 3534

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 20

ER -