Stereoselective hydroxyalkylation of titanated allyl sulfoximines at the alpha- as well as the gamma-position through variation of the titanation reagent

被引：19

作者：

Hainz, R ^{[1
]}

Gais, HJ ^{[1
]}

Raabe, G ^{[1
]}

机构：

[1] RHEIN WESTFAL TH AACHEN,INST ORGAN CHEM,D-2056 AACHEN,GERMANY

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 09期

关键词：

D O I：

10.1016/0957-4166(96)00318-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Titanation of the lithioallyl sulfoximines E-2 and 2-2 with ClTi(NEt(2))(3) gives allyltitanium species which react with aldehydes highly regio- and diastereoselectively at the alpha-position to form the syn-alpha-hydroxalkyl allyl sulfoximines E-3 and Z-3, respectively. With ClTi(OiPr)(3) as the titanation reagent anti-gamma-hydroxyalkyl vinyl sulfoximines are obtained instead with equally high selectivities. NMR spectroscopic evidence points to the formation of the monoallyltitanium sulfoximine E-l upon reaction of E-2 withClTi(NEt(2))(3). Copyright (C) 1996 Elsevier Science Ltd

引用

页码：2505 / 2508

页数：4