Selective Michael Aldol reaction by use of sterically hindered aluminum aryloxides as Lewis acids: An easy approach to cyclobutane amino acids

被引：53

作者：

Avenoza, A ^{[1
]}

Busto, JH ^{[1
]}

Canal, N ^{[1
]}

Peregrina, JM ^{[1
]}

Pérez-Fernández, M ^{[1
]}

机构：

[1] Univ La Rioja, Dept Quim, CSIC, UA, E-26006 Logrono, Spain

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 16期

关键词：

D O I：

10.1021/ol0514707

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A formal [2 + 2] cycloaddition of 2-amidoacrylates with monosubstituted donor olefins, including its asymmetric version, is described. The stereoselectivity of this reaction can be modulated by the use of sterically hindered aluminum aryloxides or methylaluminoxane as Lewis acids. The reaction was applied to the synthesis of both stereoisomers of 2-benzyloxycyclobutane-alpha-amino acid, which are protected serine analogues c(4)Ser(OBn).

引用

页码：3597 / 3600

页数：4

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