Diastereoselective Michael reactions of (1R)-(+)-camphor methyl ketone enolates with nitro olefins

被引：10

作者：

Palomo, C

Aizpurua, JM

Oiarbide, M

García, JM

González, A

Odriozola, I

Linden, A

机构：

[1] Univ Basque Country, Fac Quim, Dept Quim Organ 1, E-20080 San Sebastian, Spain

[2] Univ Publ Navarra, Dept Quim Aplicada, E-31006 Pamplona, Spain

[3] Univ Zurich, Inst Organ Chem, CH-8057 Zurich, Switzerland

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 29期

关键词：

D O I：

10.1016/S0040-4039(01)00885-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of the sodium enolate of the methyl ketone 2 with a range of nitro olefins proceeds readily to give the corresponding Michael adducts in good yields and diastereoselectivities. Subsequent oxidative cleavage of the acyloin moiety provides gamma -nitroalkanoic acids along with (1R)-(+)-camphor, the chiral auxiliary of the process. which can be recovered and reused. (C) 2001 Elsevier Science Ltd. Ali rights reserved.

引用

页码：4829 / 4831

页数：3

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