𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Highly Regio- and Stereoselective Iodohydroxylation of Non- Heteroatom-Substituted Allenes: An Efficient Synthesis of 4-[3′-Hydroxy-2′-iodoalk-1′(Z)-enyl]-2(5H)-furanone Derivatives

✍ Scribed by Zhenhua Gu; Youqian Deng; Wei Shu; Shengming Ma


Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
91 KB
Volume
349
Category
Article
ISSN
1615-4150

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

An efficient protocol for the highly regio‐ and stereoselective synthesis of 4‐(3′‐hydroxy‐2′‐iodoalk‐1′(Z)‐enyl)furan‐2(5__H__)‐one derivatives via selective iodohydroxylation of non‐heteroatom‐substituted allenes, i.e., 4‐allenyl‐2(5__H__)furanones, has been developed. The regio‐ and stereoselectivity of this reaction may be controlled by the electronic and steric effects of the furanone ring.