Epoxide opening with tert-butyldimethylsilyl cyanide-zinc iodide. Evidence for a stepwise process in the opening of a sterically hindered epoxide
PG Gassman, LM Haberman
Index: Gassman, Paul G.; Haberman, Leonard M. Journal of Organic Chemistry, 1986 , vol. 51, # 25 p. 5010 - 5013
Full Text: HTML
Citation Number: 25
Abstract
Recently, we have described the opening of oxiranes (epoxides) 2 and oxetanes3 with trimethylsilyl cyanid-inc iodide to produce high yields of 1 and 2, respectively. Because of the ease with which 1 could be converted into B-amino alcohols 3, and 2 could serve as a source of y-
Related Articles:
[Saraber, Florence C. E.; Baranovsky, Alexander; Jansen, Ben J. M.; Posthumus, Maarten A.; De Groot, Aede Tetrahedron, 2006 , vol. 62, # 8 p. 1726 - 1742]
[Orban, John; Turner, John V.; Twitchin, Bruce Tetrahedron Letters, 1984 , vol. 25, # 44 p. 5099 - 5102]
[Inanaga, Kazato; Ogawa, Yu; Nagamoto, Yuuki; Daigaku, Akihiro; Tokuyama, Hidetoshi; Takemoto, Yoshiji; Takasu, Kiyosei Beilstein Journal of Organic Chemistry, 2012 , vol. 8, art. no. 73, p. 658 - 661]
[Tanabe, Yoo; Misaki, Tomonori; Kurihara, Minoru; Iida, Akira; Nishii, Yoshinori Chemical Communications, 2002 , # 15 p. 1628 - 1629]
[Inanaga, Kazato; Ogawa, Yu; Nagamoto, Yuuki; Daigaku, Akihiro; Tokuyama, Hidetoshi; Takemoto, Yoshiji; Takasu, Kiyosei Beilstein Journal of Organic Chemistry, 2012 , vol. 8, art. no. 73, p. 658 - 661]