Highly Enantioselective Conjugate Addition of Thiols Using Mild Scandium Triflate Catalysis

Aki Abe; Sami Sauerland; Ari Koskinen

doi:10.1021/jo070492z

Highly Enantioselective Conjugate Addition of Thiols Using Mild Scandium Triflate Catalysis

Aki Abe, Sami Sauerland, Ari Koskinen

Tutkimustuotos: Lehtiartikkeli › Article › Scientific › vertaisarvioitu

49 Sitaatiot (Scopus)

413 Lataukset (Pure)

Abstrakti

A Sc complex of (4S,5S)-diphenyl PYBOX 1 was found to serve as a catalyst for the asymmetric conjugate addition reactions between various thiols and 3-crotonoyl-2-oxazolidinone, affording the corresponding adducts in good yields and high enantioselectivies (up to 92% ee). A new improved method for making (4S,5S)-diphenyl PYBOX is presented.

Alkuperäiskieli	Englanti
Sivut	5411-5413
Julkaisu	Journal of Organic Chemistry
Vuosikerta	72
Numero	14
DOI - pysyväislinkit	https://doi.org/10.1021/jo070492z
Tila	Julkaistu - 2007
OKM-julkaisutyyppi	A1 Julkaistu artikkeli, soviteltu

Tutkimusalat

addition
conjugate
Michael
scandium
thiol

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10.1021/jo070492z

ms131Accepted author manuscript, 44,9 KB

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http://pubs.acs.org/journals/joceah/index.html

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title = "Highly Enantioselective Conjugate Addition of Thiols Using Mild Scandium Triflate Catalysis",

abstract = "A Sc complex of (4S,5S)-diphenyl PYBOX 1 was found to serve as a catalyst for the asymmetric conjugate addition reactions between various thiols and 3-crotonoyl-2-oxazolidinone, affording the corresponding adducts in good yields and high enantioselectivies (up to 92% ee). A new improved method for making (4S,5S)-diphenyl PYBOX is presented.",

keywords = "addition, conjugate, Michael, scandium, thiol, addition, conjugate, Michael, scandium, thiol, addition, conjugate, Michael, scandium, thiol",

author = "Aki Abe and Sami Sauerland and Ari Koskinen",

year = "2007",

doi = "10.1021/jo070492z",

language = "English",

volume = "72",

pages = "5411--5413",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

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T1 - Highly Enantioselective Conjugate Addition of Thiols Using Mild Scandium Triflate Catalysis

AU - Abe, Aki

AU - Sauerland, Sami

AU - Koskinen, Ari

PY - 2007

Y1 - 2007

N2 - A Sc complex of (4S,5S)-diphenyl PYBOX 1 was found to serve as a catalyst for the asymmetric conjugate addition reactions between various thiols and 3-crotonoyl-2-oxazolidinone, affording the corresponding adducts in good yields and high enantioselectivies (up to 92% ee). A new improved method for making (4S,5S)-diphenyl PYBOX is presented.

AB - A Sc complex of (4S,5S)-diphenyl PYBOX 1 was found to serve as a catalyst for the asymmetric conjugate addition reactions between various thiols and 3-crotonoyl-2-oxazolidinone, affording the corresponding adducts in good yields and high enantioselectivies (up to 92% ee). A new improved method for making (4S,5S)-diphenyl PYBOX is presented.

KW - addition

KW - conjugate

KW - Michael

KW - scandium

KW - thiol

KW - addition

KW - conjugate

KW - Michael

KW - scandium

KW - thiol

KW - addition

KW - conjugate

KW - Michael

KW - scandium

KW - thiol

UR - http://pubs.acs.org/journals/joceah/index.html

U2 - 10.1021/jo070492z

DO - 10.1021/jo070492z

M3 - Article

VL - 72

SP - 5411

EP - 5413

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 14

ER -

Highly Enantioselective Conjugate Addition of Thiols Using Mild Scandium Triflate Catalysis

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