Highly 2,3-trans stereoselective allylations of 2,3-O-isopropylidene-protected pyrrolidines:: Circumventing the N-acyliminium ion chemistry?

被引：3

作者：

de Armas, P

García-Tellado, F

Marrero-Tellado, JJ

机构：

[1] CSIC, Inst Prod Nat & Agrobiol, E-38206 La Laguna, Tenerife, Spain

[2] Univ La Laguna, Inst Bioorgan Antonio Gonzalez, E-38206 La Laguna, Tenerife, Spain

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 22期

关键词：

D O I：

10.1021/ol006574q

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

[GRAPHICS] A remarkable exo-facial template effect exercised by a 2,3-O-isopropylidene protective group is the key for the entire 2,3-trans stereoselectivity observed in the allylsilane addition promoted by BF3. OEt2 to 2,3-O-isopropylidene-protected pyrrolidines.

引用

页码：3513 / 3515

页数：3

共 23 条

[1]

ARMAS P, 1997, TETRAHEDRON LETT, V38, P8081

[2]

Armas PD, 1998, TETRAHEDRON LETT, V39, P131

[3]

ELECTROCHEMICAL OXIDATION OF PROLINE DERIVATIVES - TOTAL SYNTHESES OF BULGECININE AND BULGECIN-C [J].