钯催化下，乙酰氧甲基烯丙基硅烷和缺电子烯烃通过[2+3]环加成制备环戊烷的反应。

反应机理

反应操作

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】

相关文献

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

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编译自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 491-492.