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Tetrahedron Letters

Volumn 26, Issue 45, 1985, Pages 5579-5580

Carbonyl methylenation of easily enolizable ketones

(4) Hibino, Jun ichi a Okazoe, Takashi a Takai, Kazuhiko a Nozaki, Hitosi a

a KYOTO UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000665529 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(01)80892-3 Document Type: Article

Times cited : (153)

References (12)

1
- 0000531829
- (1965) Org. React. , vol.14 , pp. 270
- Maecker¹

2
- 0003861404
- Academic press, New York
- (1966) Ylid Chemistry
- Johnson¹

3
- 0005785854
- The reaction of trimethylstannylmethyllithium with electrophiles.
- For methylenation of enolizable ketones, see:
- (1984) Chemistry Letters , pp. 1897
- Murayama¹ Kikuchi² Sasaki³ Sootome⁴ Sato⁵

4
- 0000712923
- (1984) Tetrahedron Lett. , vol.25 , pp. 5733
- Clawson¹ Buchwald² Grubbs³

5
- 0003887404
- 2nd Ed., Harper and Row, New York
- (1981) Mechanism and Theory in Organic Chemistry , pp. 534
- Lowry¹ Richardson²

6
- 84918399785
- 4): δ0.87 (t, J=7 Hz, 3H), 1.21–1.30 (m, 12H), 1.51–1.55 (m, 2H), 1.89 (s, 3H), 2.68 (dd, J=6,14 Hz, 1H), 2.83 (dd, J=7,14 Hz, 1H), 4.94 (ddt, J=6,6,7 Hz, 1H), 5.11 (d, J=1 Hz, 1H), 5.33 (d, J=1 Hz, 1H), 7.30–7.41 (m, 5H).

7
- 0007700803
- (1978) J. Org. Chem. , vol.43 , pp. 3306
- Uijttewaal¹ Jonkers² van der Gen³

8
- 84918381157
- (1965) Org. React. , vol.14 , pp. 368-371
- Maecker¹

9
- 12944309482
- (1978) Tetrahedron Lett. , pp. 2417
- Takai¹ Hotta² Oshima³ Nozaki⁴

10
- 0001649364
- Wittig-type reaction of dimetallated carbodianion species as produced by zinc reduction of gem-polyhalogen compounds in the presence of Lewis acids.
- (1980) Bulletin of the Chemical Society of Japan , vol.53 , pp. 1698
- Takai¹ Hotta² Oshima³ Nozaki⁴

11
- 0001888633
- REDUCTIVE COUPLING OF CARBONYL COMPOUNDS TO PINACOLS AND OLEFINS BY USING TiCl4 AND Zn
- (1973) Chemistry Letters , pp. 1041
- Mukaiyama¹ Sato² Hanna³

12
- 84918399784
- 7 afforded only 11% of the methylenated product and the major products were the tetrasubstituted olefin (53%) and the pinacol-type diol (13%).

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