A facile reaction of imines with telluronium allylide. Highly stereoselective synthesis of vinylaziridinesElectronic supplementary information (ESI) available: experimental section. See http://www.rsc.org/suppdata/cc/b4/b400464g/
作者:Wei-Wei Liao、Xian-Ming Deng、Yong Tang
DOI:10.1039/b400464g
日期:——
The reaction of telluronium allylides with alkylimines, generated in situ from alpha-amidoalkyl sulfones, affords cis-alkylvinylarizidines with good stereoselectivity in good yields. However, the same ylides react with N-aryl imines to provide trans-vinylaziridines.
Telluronium Salts Mediated Aziridination of Chiral <i>N</i>-<i>tert</i>-Butylsulfinylimines: Highly Stereoselective Synthesis of Optically Active Vinylaziridines
作者:Jun-Cheng Zheng、Wei-Wei Liao、Xiao-Xia Sun、Xiu-Li Sun、Yong Tang、Li-Xin Dai、Jin-Geng Deng
DOI:10.1021/ol051921n
日期:2005.12.1
[reaction: see text] Optically active cis-2-substituted vinylaziridines are synthesized by the reaction of N-tert-butylsulfinylimines with telluroniumylides with excellent diastereoselectivity in good to excellent yields.
ethynylcyclo-propane 1,1-dicarboxylic esters conveniently synthesized by the reaction of allylic diisobutyltelluronium ylides with alkylidene or arylmethy-lidene malonic esters with high yields and high stereoselectivity. The effects of the reaction media and bases used to produce the ylides on the stereoselectivity are studied.
In the presence of solid KOH, allyldi-isobutyltelluroniumbromide 2 reacts directly with aromatic aldehydes at room temperature under solid–liquid phase-transfer conditions to afford α,β-unsaturatedepoxides 3 in excellent yields.
Tellurium-Zinc exchange between organotelluronium salts and diethylzinc—reaction of the in situ generated mixed diorganozinc with carbonyl compounds
作者:Wen-Hua Huang、Yao-Zeng Huang、Li-Xin Dai
DOI:10.1016/s0040-4039(98)01443-9
日期:1998.9
Organotelluronium salts undergo a smooth tellurium-zinc exchange reaction with diethylzinc. The in situ generated mixed diorganozinc reagents reacted with carbonyl compounds to give secondary or tertiary alcohols in good to excellent yields, (C) 1998 Elsevier Science Ltd. All rights reserved.