SCOPUS 정보 검색 플랫폼

Volumn 44, Issue 4, 2003, Pages 711-714

The first enantioselective intramolecular aminocarbonylation of alkenes promoted by Pd(II)-spiro bis(isoxazoline) catalyst

(5) Shinohara, Toshio a Arai, Midori A a Wakita, Kazuhiko a Arai, Takayoshi a Sasai, Hiroaki a

a OSAKA UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 BENZOQUINONE; [4,4 DIMETHYL 1 (4 TOLUENESULFONYL)PYRROLIDIN 2 YL]ACETIC ACID METHYL ESTER; ALKENE DERIVATIVE; CARBON MONOXIDE; METHANOL; PALLADIUM COMPLEX; PALLADIUM SPIROBIS(ISOXAZOLINE); TOLUENESULFONAMIDE DERIVATIVE; UNCLASSIFIED DRUG;

AMINOCARBONYLATION; ARTICLE; CATALYST; CHEMICAL REACTION; CHIRALITY; ENANTIOSELECTIVITY;

EID: 0037454989 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(02)02650-3 Document Type: Article

Times cited : (76)

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- 2) with 6 equiv. of MeOH to substrate were less effective.
- 2) with 6 equiv. of MeOH to substrate were less effective.

33
- 0012928175
- 2 (10 μmol) in 0.5 mL of methanol was stirred at rt for 2 h. To the solution, p-benzoquinone (0.2 mmol) was added, and the apparatus was purged with carbon monoxide by pumping-filling via a three-way stopcock. The substrate 2a (0.1 mmol) was added to the stirred mixture at the same temperature and the entire mixture was stirred for 3.5 h. After the usual treatments, the crude mixture was purified by column chromatography on silica-gel to give an 80% yield of the β-amino acid derivative 3a. Optical purity was determined by HPLC analysis using a chiral stationary phase column (DAICEL CHIRALPAK AS) with hexane-iPrOH as eluent.
- 2 (10 μmol) in 0.5 mL of methanol was stirred at rt for 2 h. To the solution, p-benzoquinone (0.2 mmol) was added, and the apparatus was purged with carbon monoxide by pumping-filling via a three-way stopcock. The substrate 2a (0.1 mmol) was added to the stirred mixture at the same temperature and the entire mixture was stirred for 3.5 h. After the usual treatments, the crude mixture was purified by column chromatography on silica-gel to give an 80% yield of the β-amino acid derivative 3a. Optical purity was determined by HPLC analysis using a chiral stationary phase column (DAICEL CHIRALPAK AS) with hexane-iPrOH as eluent.

34
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- Ikeda, S.¹ Cui, D.-M.² Sato, Y.³

37
- 0013032040
- The use of 4 equiv. of p-benzoquinone smoothly promoted the reaction at low temperature.
- The use of 4 equiv. of p-benzoquinone smoothly promoted the reaction at low temperature.

38
- 0013017124
- 3, Z=4; MoKα radiation (-75°C); R=0.046, Rw=0.075.
- 3, Z=4; MoKα radiation (-75°C); R=0.046, Rw=0.075.

39
- 0012976156
- 1H NMR. Optical purity was determined by HPLC analysis using a chiral stationary phase column (DAICEL CHIRALPAK AS) with hexane-iPrOH as eluent.
- 1H NMR. Optical purity was determined by HPLC analysis using a chiral stationary phase column (DAICEL CHIRALPAK AS) with hexane-iPrOH as eluent.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.