SCOPUS 정보 검색 플랫폼

Volumn , Issue 20, 2006, Pages 3492-3494

A stereoselective synthesis of (E)-α-stannylvinyl sulfones via palladium-catalyzed hydrostannylation of acetylenic sulfones

(4) Cai, Mingzhong a Chen, Guiqin a Hao, Wenyan a Wang, Dong a

a JIANGXI NORMAL UNIVERSITY (China)

Author keywords

(E) stannylvinyl sulfone; Acetylenic sulfone; Hydrostannylation; Palladium; Stereoselective synthesis

Indexed keywords

ACETYLENE DERIVATIVE; ALPHA STANNYLVINYL SULFONE DERIVATIVE; BENZENE; PALLADIUM; SULFONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; ROOM TEMPERATURE; STEREOCHEMISTRY; SYNTHESIS;

EID: 33846513441 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2006-958432 Document Type: Article

Times cited : (13)

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- 3): δ = 157.4, 149.0, 143.5, 132.5, 128.8, 127.1, 31.0, 30.6, 28.8, 27.3, 22.3, 13.8, 13.7, 11.4 ppm.

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- Typical Procedure for Stille Coupling Reaction, E)-1-(Tributylstannyl)-1-(phenylsulfonyl)-1-hexene (2a, 1 mmol) and allyl bromide 3a (1.1 mmol) were dissolved in DMF (10 mL) under Ar at r.t. The compounds Pd(PPh3)4 (0.05 mmol) and CuI (0.75 mmol) were then added. The mixture was stirred at r.t. and monitored by TLC for the disappearance of the starting organostannane. Then it was diluted with Et2O (40 mL) and the organic layer was washed with aq NH4Cl (10 mL) and H2O (20 mL, and dried over MgSO4. The solvent was removed under reduced pressure and the residue purified by column chromatography on silica gel eluting with a mixture of Et2O and light PE (1:6, Selected spectral and analytical data for 4a: yield 0.219 g (83, 1H NMR (400 MHz, CDCl3, δ, 7.90-7.87 (m, 2 H, 7.61-7.51 (m, 3 H, 6.03 (t, J, 7.6 Hz, 1 H, 5.73-5.63 (m, 1 H, 5.11-5.04 (m, 2 H, 3.08-3.06 (m, 2 H, 2.68-2.60 (m, 2 H, 1.37-1.25 m, 4 H, 0
- 3): δ = 144.5, 141.5, 138.9, 134.3, 133.2, 129.1, 127.4, 118.0, 36.8, 31.3, 28.4, 22.3, 13.9 ppm.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.