鈀催化下,乙酰氧甲基烯丙基硅烷和缺電子烯烴通過[2+3]環(huán)加成制備環(huán)戊烷的反應(yīng)。
反應(yīng)機理
反應(yīng)操作
2-Methylene-4-(methoxymethoxy)-8ab-(phenylsulfonyl)-3ab-decahydroazulene (3). To Pd(OAc)2 (15 mg, 0.06 mmol) and P(OiPr)3 (101 mg, 0.487 mmol) in PhMe (2 mL) was added 1 (1.05 g, 3.54 mmol) in PhMe (2 mL) followed at 60 ℃ by 2 (0.95 g, 5.3 mmol). After 40 h at 80 ℃, chromatography (3:1, hexane:EA, Rf =0.33) gave 1.15 g of 3 (93%).
【Trost BM, J Am Chem Soc., 1989, 111, 7487】
相關(guān)文獻
1 Trost BM J Am Chem Soc 1979 101 6429
2 Trost BM J Am Chem Soc 1983 105 2315
3 Trost BM Angew Chem Int 1986 25 1
4 Trost BM J Org Chem 1988 53 4887
5 Trost BM J Am Chem Soc 1989 111 7487
6 Hassner A Tet Lett 1990 31 3653
7 Trost BM J Am Chem Soc 2006 128 13328
8 Trost BM J Am Chem Soc 2007 129 12398
編譯自:Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 491-492.