Catalytic asymmetric synthesis of macrocyclic (E)-allylic alcohols from ω-alkynals via intramolecular 1-alkenylzinc/aldehyde additions

被引：78

作者：

Oppolzer, W ^{[1
]}

Radinov, RN ^{[1
]}

El-Sayed, E ^{[1
]}

机构：

[1] Univ Geneva, Dept Chim Organ, CH-1211 Geneva 4, Switzerland

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 14期

关键词：

D O I：

10.1021/jo000463n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The omega -alkynals yielded macrocyclic (S)-allylic alcohols in a one-pot reaction sequence involving alkyne monohydroboration, boron to zinc transmetalation, and ((+)-DAIB)-catalyzed enantioselective intramolecular ring closure to the aldehyde function. A general study of this macrocyclization methodology is presented with respect to ligand type, size, and nature of the formed rings.

引用

页码：4766 / 4770

页数：5

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