SCOPUS 정보 검색 플랫폼

Volumn 28, Issue 34, 1987, Pages 3953-3956

Radical cyclization via dichloromethyl radical. Stereoselective synthesis of cis-2,4-disubstituted pyrrolidine derivatives.

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0010690401 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)96429-3 Document Type: Article

Times cited : (39)

References (19)

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- Abramobich, Plenum Press, New York
- (1982) Reactive intermediates , vol.2 , pp. 121-295
- Surzur¹

3
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- Syntheses with Radicals?C?C Bond Formation via Organotin and Organomercury Compounds [New Synthetic Methods (52)]
- Int. Ed. Engl.
- (1985) Angewandte Chemie International Edition in English , pp. 553
- Giese¹

10
- 0001492205
- (1986) Tetrahedron Lett. , vol.27 , pp. 5385
- Watanabe¹ Ueno² Araki³ Endo⁴

11
- 0003119366
- A radical deoxygenation of primary alcohols by use of tri-n-butyltin hydride-sodium iodide, and its application to a radical cyclization.
- 1H nmr. From NOE measurements trans geometry was assigned to the major isomer. Increase of Ha signal intensity was observed by irradiation of the methyl proton of the major isomer, but no such increase occured in the case of the minor isomer.
- (1983) Chemistry Letters , pp. 795
- Ueno¹ Tanaka² Okawara³

12
- 84914587835
- Chem. Comm., 2-Substituted 5-hexenyl radicals afforded predominantly trans-1,3-disubstituted cyclopentane derivatives (cis: trans = 33: 67) by radical cyclization.
- (1980) J. Chem. Soc. , vol.484
- Beckwith¹ Easton² Serelis³

13
- 0039412676
- 3a–3d and 3g
- (1964) Tetrahedron , vol.20 , pp. 1
- Lukasiewicz¹

15
- 1242345605
- The Allylic Rearrangement. II. Reactions of 5,5,5-Trichloro-3-penten-2-one with Nucleophiles
- 3e and 3f
- (1972) Bulletin of the Chemical Society of Japan , vol.45 , pp. 3685
- Takeda¹ Tsuboi² Moriwake³ Hirata⁴

18
- 84914587832
- 3) 7.67(d, J=8 Hz), 7.23-7.28(m), 4.84(d,d J=8 Hz), 3.77, 3.70(d,d, J=9.3 Hz, J=9 Hz), 2.91, 2.82(d,d, J=9 Hz, J=9.3 Hz), 2.40(s), 2.13-2.51(m), 0.85(d, J=6.35 Hz).

19
- 84914587831
- In the equilibrium illustrated by Fig.1 the R group in the pseudo staggered conformation (a) is interposed by two chlorine atoms, causing large steric repulsion. On the other hand, pseudo eclipsed form (b) shows only one steric repulsion between R and Cl. Therefore, reaction via the less hindered conformation (b) may easily explained the observed stereochemistry.

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