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Volumn 24, Issue 45, 1983, Pages 4997-5000

Asymmetric pinacol-type rearrangement of α-hydroxy methanesulfonates promoted by triethylaluminum - preparation of optically pure α-aryl and α-vinyl ketones -

(3) Suzuki, Keisuke a Katayama, Eiji a Tsuchihashi, Gen ichi a

a KEIO UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000826788 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(01)99831-4 Document Type: Article

Times cited : (45)

References (18)

1
- 0003830917
- S. Patai, Interscience Publishers, N. Y
- (1966) The Chemistry of the Carbonyl Group , pp. 762-771
- Collins¹ Eastham²

2
- 33947468300
- and the references cited therein
- (1957) J. Am. Chem. Soc. , vol.79 , pp. 6160
- Benjamin¹ Schaeffer² Collins³

3
- 0001250930
- (1982) Tetrahedron Lett. , vol.23 , pp. 5427
- Tsuchihashi¹ Mitamura² Kitajima³ Kobayashi⁴

4
- 84918399251
- 3 afforded 3a (35 %) along with 2-methoxy-1,1-diphenyl-1-propanol (38%).

5
- 0010640653
- (1969) J. Org. Chem. , vol.34 , pp. 2543
- Dale¹ Dull² Mosher³

6
- 0000446141
- (1952) J. Am. Chem. Soc. , vol.74 , pp. 5846
- Elhafez¹ Cram²

7
- 0010129409
- An aryl ketone, benzophenone, is known to form a yellow complex with trialkylaluminum:
- (1968) J. Am. Chem. Soc. , vol.90 , pp. 5179
- Ashby¹ Laemmle² Neumann³

8
- 84918399250
- Purification on silica-gel plate caused a partial racemization (≈10 %).

9
- 33947478836
- (1962) J. Org. Chem. , vol.27 , pp. 1216
- Ramanathan¹ Levine²

10
- 33744586503
- (1977) J. Org. Chem. , vol.42 , pp. 3772
- Miyashita¹ Yoshikoshi² Grieco³

11
- 84918399249
- 4.

12
- 84918399248
- 2 - group could not be detected, which showed that the migration of aryl, vinyl, or 2-furyl group took place exclusively.

13
- 0001393299
- Recently, Wender . reported a similar approach, reductive re-arrangement of alkynyl halohydrins. However, the stereochemical feature of the reaction has not been clarified:
- (1983) J. Am. Chem. Soc. , vol.105 , pp. 3348
- Wender¹ Holt² Sieburth³

14
- 84982456512
- For example;
- (1979) Chem. Ber. , vol.112 , pp. 2933
- Enders¹ Eichenauer²

15
- 84918399247
- 1H NMR, IR, and MS properties.

16
- 0001114396
- Activation of sulfonates by organoaluminum compounds and its efficient use in the Beckmann rearrangement; see
- (1983) J. Am. Chem. Soc. , vol.105 , pp. 2831
- Maruoka¹ Miyazaki² Ando³ Matsumura⁴ Sakane⁵ Hattori⁶ Yamamoto⁷

17
- 84916279582
- Formation of aluminum alkoxide at −78°C; see
- (1965) Die Makromolekulare Chemie , vol.82 , pp. 32
- Fujii¹ Tsukuma² Saegusa³ Furukawa⁴

18
- 84918399246
- Enantiomeric excess of 3f was estimated as follows: 3f was first converted to the mono-silylated alcohols 6f, both in chiral and racemic forms, whose (+)-MTPA esters were subjected to HPLC analysis.

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