THE TOTAL SYNTHESIS OF THE NEW SESQUITERPENOID (+/-)-FULVANIN-1/SOLLASIN-A

被引：5

作者：

ANGERS, P ^{[1
]}

CANONNE, P ^{[1
]}

机构：

[1] UNIV LAVAL,DEPT CHIM,ST FOY,PQ G1K 7P4,CANADA

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 14期

关键词：

STEREOSELECTIVE ALKYLATION; ALLYLIC BROMIDE; (+/-)-SOLLASIN A; (+/-)-FULVANIN 1; SWERN OXIDATION;

D O I：

10.1016/0040-4039(95)00321-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 2,3-dimethylcyclohexan-1-one (2) with the functionalized allylic bromide 3 produced regio- and strereoselectively a precursor (4) of the new sesquiterpenoid sollasin a/fulvanin 1 (1). Functional group transformations then completed the synthesis.

引用

页码：2397 / 2400

页数：4

共 15 条

[1]

Killday, Longley, McCarthy, Pomponi, Wright, J. Nat. Prod., 56, pp. 500-507, (1993)

[2]

Casapullo, Minale, Zollo, J. Nat. Prod., 56, pp. 527-533, (1993)

[3]

Boeckman, J. Org. Chem., 38, pp. 4450-4452, (1973)

[4]

Posner, Shulman-Roskes, Tetrahedron, 48, pp. 4677-4686, (1992)

[5]

Goering, Closson, Olson, J. Am. Chem. Soc., 83, pp. 3507-3511, (1961)

[6]

Gupta, Dev, J. Chrom., 12, pp. 189-195, (1963)

[7]

Corey, Venkateswarlu, J. Am. Chem. Soc., 94, pp. 6190-6191, (1972)

[8]

Mancuso, Huang, Swern, J. Org. Chem., 43, pp. 2480-2482, (1978)

[9]

Rosenberger, Jackson, Saucy, The Synthesis of ?,?- and ?,?-Unsaturated Aldehydes via Polyene Epoxides, Helvetica Chimica Acta, 63, pp. 1665-1674, (1980)

[10]

Corey, Gilman, Ganem, J. Amer. Chem. Soc., 90, pp. 5616-5617, (1968)

← 1 2 →