修正的一锅法julia烯基化反应,将杂芳基砜和醛转变为相应的e-烯烃。砜的还原步在该反应中是不需要的。
反应机理
四唑的替代物
应用类似k 那样较大的配对离子和dme那样的极性溶剂有利于一个开放过渡态的形成(pt是苯基四唑)
反应实例
参考文献
1. (a) baudin, j. b.; hareau,g.; julia, s. a.; ruel, o. tetrahedron lett. 1991, 32,
1175-1178. (b) baudin,j. b.; hareau, g.; julia, s. a.; ruel, o. bull. soc. chim. fr.
1993, 130, 336?357.(c) baudin, j. b.; hareau, g.; julia, s. a.; loene, r.; ruel, o.
bull. soc. chim.fr. 1993, 130, 856?878. (d) blakemore, p. r.; cole, w. j.;
kocienski, p. j.; morely, a. synlett1998, 26?28.
2. charette, a. b.; lebel, h. j. am. chem.soc. 1996, 118, 10327?10328.
3. blakemore, p. r.; kocienski,p. j.; morley, a.; muir, k. j. chem. soc., perkin trans.
1 1999, 955?968.
4. williams, d. r.; brooks, d.a.; berliner, m. a. j. am. chem. soc. 1999, 121,
4924?4925.
5. kocienski, p. j.; bell, a.;blakemore, p. r. synlett 2000, 365?366.
6. liu, p.; jacobsen, e. n. j.am. chem. soc. 2001, 123, 10772?10773.
7. charette, a. b.;berthelette, c.; st-martin, d. tetrahedron lett. 2001, 42,5149–5153.
8. alonso, d. a.; najera, c.;varea, m. tetrahedron lett. 2004, 45, 573–577.
9. alonso, d. a.; fuensanta,m.; najera, c.; varea, m. j. org. chem. 2005, 70, 6404.
10. rong, f. julia–lythgoeolefination. in name reactions for homologations-part i; li,
j. j., ed.; wiley: hoboken, nj,2009, pp 447?473. (review).
11. davies, s. g.; fletcher, a.m.; foster, e. m.; lee, j. a.; roberts, p. m.; thomson, j.
e. j. org. chem. 2013,78, 2500–2510.
feel free to call us on
025-85998075
drop us a line anytime at
,
and we’ll get back
soon.
come visit us at 2 qiande road, life science high tech zone, jiang ning district, nanjing, jiangsu province, china