SCOPUS 정보 검색 플랫폼

Organic Letters

Volumn 5, Issue 9, 2003, Pages 1467-1470

Ruthenium-catalyzed alkyne-propargyl alcohol addition. An asymmetric total synthesis of (+)-α-kainic acid

(2) Trost, Barry M a Rudd, Michael T a

a STANFORD UNIVERSITY (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALKADIENE; ALKYNE DERIVATIVE; EXCITATORY AMINO ACID; HYDROXYL GROUP; KAINIC ACID; KETONE; RUTHENIUM; VINYL DERIVATIVE; ALKYNE; AMINO ACID RECEPTOR STIMULATING AGENT; ORGANOMETALLIC COMPOUND; PROPANOL; PROPARGYL ALCOHOL;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; ISOMERISM; REDUCTION; STEREOCHEMISTRY; CHEMISTRY; OXIDATION REDUCTION REACTION; STEREOISOMERISM; SYNTHESIS;

ALKYNES; CATALYSIS; EXCITATORY AMINO ACID AGONISTS; KAINIC ACID; KETONES; ORGANOMETALLIC COMPOUNDS; OXIDATION-REDUCTION; PROPANOLS; RUTHENIUM; STEREOISOMERISM;

EID: 0043268064 PISSN: 15237060 EISSN: None Source Type: Journal
DOI: 10.1021/ol034241y Document Type: Article

Times cited : (61)

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22
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23
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24
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25
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26
- 0037165726
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29
- 0000413805
- 2 gave the expected product in ∼60% yield, which could be subsequently protected.
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- Wada, M.¹ Sakurai, Y.² Akiba, K.Y.³

30
- 0037157090
- Wei, C.; Li, C. J. J. Am. Chem. Soc. 2002, 124, 5638.
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31
- 0037099190
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32
- 0041407526
- The method developed by Carreira only gave a moderate level of enatioselectivity (∼60%) in the applicable case. (a) Frantz, D. E.; Fassler, R.; Carreira, E. M. J. Am. Chem. Soc. 2002, 122, 1806. (b) Anand, N. K.; Carreira, E. M. J. Am. Chem. Soc. 2001, 123, 9687. Other methods also resulted in low yields or poor ee.
- (2002) J. Am. Chem. Soc. , vol.122 , pp. 1806
- Frantz, D.E.¹ Fassler, R.² Carreira, E.M.³

33
- 0035802344
- The method developed by Carreira only gave a moderate level of enatioselectivity (∼60%) in the applicable case. (a) Frantz, D. E.; Fassler, R.; Carreira, E. M. J. Am. Chem. Soc. 2002, 122, 1806. (b) Anand, N. K.; Carreira, E. M. J. Am. Chem. Soc. 2001, 123, 9687. Other methods also resulted in low yields or poor ee.
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 9687
- Anand, N.K.¹ Carreira, E.M.²

34
- 0029829555
- For a general review, see: de Nooy, A. E. J.; Besemer, A. C.; van Bekkum, H. Synthesis 1996, 1153.
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35
- 0030883527
- Matsumura, K.; Hashiguchi, S.; Ikariya, T.; Noyori, R. J. Am. Chem. Soc. 1997, 119, 8738. The ee was good (90%), but the conversion was low for 4 and related substrates.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 8738
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36
- 0029836898
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37
- 0001513454
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- Parker, K.A.¹ Ledeboer, M.W.²

38
- 33847087351
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39
- 0141826172
- note
- The ligand can be recovered and reused through precipitation and/or column chromatography.

40
- 0021510134
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41
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42
- 0141714772
- note
- Refer to the Experimental Section (Supporting Information) for details.

43
- 0000887393
- The catalyst is readily available through an improved procedure: Trost, B. M.; Older, C. M. Organometallics 2002, 21, 2544.
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44
- 0141603151
- note
- Changes in the temperature, concentration, and substrate (ring size formed or alkyl group on the alkyne) can also alter the ratio of these type of products.

45
- 33748638420
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49
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53
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.