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alpha-Hypervalent iodine functionalized phosphonium and arsonium ylides and their tandem reaction as umpolung
Zhizhen Huang1, Xiaochun Yu, Xian Huang
1Department of Chemistry, Zhejiang University, Xixi Campus, Hangzhou 310028, P. R. China.
The Journal of Organic Chemistry
|November 9, 2002
Abstract:
alpha-Hypervalent iodine functionalized phosphonium and arsonium ylides 2 can be used as umpolung ylides to react with nucleophiles to give alpha-heteroatom substituted ylides 4 in good yields. The nucleophilic substitution-Wittig tandem reaction of 2 can occur smoothly to provide an efficient method for the synthesis of (Z)-alpha-halo-alpha,beta-unsaturated enoates or enones 6, stereoselectively.