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Volumn 38, Issue 15, 1982, Pages 2279-2283

Retroaldol-aldol isomerization of perhydroazulenic hydroxyketones

(5) Kok, P a Sinha, N D a Sandra, P a De Clercq, P J a Vandewalle, M E a

a GHENT UNIVERSITY (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0042225745 PISSN: 00404020 EISSN: None Source Type: Journal
DOI: 10.1016/0040-4020(82)87003-8 Document Type: Article

Times cited : (9)

References (17)

1
- 0002058708
- (1979) Progress in the chemistry of organic natural products , vol.38
- Fischer¹ Olivier² Fischer³

2
- 1542446388
- (1977) J. Org. Chem. , vol.42 , pp. 3447
- De Clercq¹ Vandewalle²

3
- 1542550999
- Pseudoguaianolides. The total synthesis of (±)-neoambrosin (±)-parthenin and (±)-hymenin
- (1978) Bulletin des Sociétés Chimiques Belges , vol.87 , pp. 615
- Kok¹ De Clercq² Vandewalle³

4
- 0018571999
- (1979) J. Org. Chem. , vol.44 , pp. 4553
- Kok¹ De Clercq² Vandewalle³

5
- 33845559035
- (1979) J. Org. Chem. , vol.44 , pp. 4863
- Demuynck¹ De Clercq² Vandewalle³

6
- 84918082728
- see also ref. 3a.
- (1977) Synthesis , vol.46
- Termont¹ De Clercq² De Keukeleire³ Vandewalle⁴

7
- 84989495916
- Synthesis of Pseudoguaianolides; a Study for the Stereocontrol at the 2-Position
- (1978) Synthesis , pp. 225
- Rozing¹ De Clercq² Vandewalle³

8
- 84918082726
- The obtained product proved to be identical with a side-product originating from the Wittig reaction on 1, when DMSO was used as a solvent; previously we have assigned erroneously the structure of this product to the olefin which would result from attack at the C-6 carbonyl group (cfr. product 8 in ref. 3a). Apparently equilibration occurs under these circumstances (DMSO) and the cis-fused diketone 2 is the more reactive isomer.

9
- 0003425546
- Cis- and trans-fused compounds are easily distinguished on the basis of the markedly differing chemical shifts of their angular methyl groups, see, Holden-Day, San Francisco
- (1966) Application of NMR spectroscopy in Organic Chemistry
- Bhacca¹ Williams²

10
- 0001239367
- For examples of preferred formation of trans-fused hydroazulenones under equilibration conditions, see
- (1978) J. Org. Chem. , vol.43 , pp. 2153
- House¹ Sayer² Yau³

11
- 33845559178
- (1979) J. Org. Chem. , vol.44 , pp. 3031
- House¹ Yau² Vanderveer³

12
- 0001477016
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 6358
- Marshall¹ Huffman²

13
- 0001387666
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 4691
- Marshall¹ Huffman² Ruth³

14
- 0006874876
- (1967) Tetrahedron Lett. , pp. 4215
- Dubois¹ Dubois²

15
- 1542446388
- For an alternative synthesis of the THP-derivative of 9
- (1977) J. Org. Chem. , vol.42 , pp. 3447
- De Clercq¹ Vandewalle²

16
- 33947085200
- Synthesis of substituted hydroazulenes
- (1975) The Journal of Organic Chemistry , vol.38 , pp. 95
- Kretchmer¹ Schafer²

17
- 84985294429
- (1980) JHRC & CC , vol.3 , pp. 337
- Godefroot¹ Van Roelenbosch² Verstappe³ Sandra⁴ Verzele⁵

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.