131759-32-5

Upstream product

• 18712-15-7 3-ethoxy-benzo[d]isothiazole 1,1-dioxide 
• 131759-35-8 o-(S)-(2-methylbutoxy)phenyl bromide 
• 29394-58-9 (S)-1-iodo-2-methyl-butane 
• 1565-80-6 (2S)-2-methyl-1-butanol 

Downstream Products

• 131759-34-7 (+)-(2R,3S)-3--1,2-benzisothiazole 1,1-dioxide oxide 
• 131759-34-7 (-)-(2S,3R)-3--1,2-benzisothiazole 1,1-dioxide oxide 

Relevant academic research and scientific papers

Chemistry of Oxaziridines. 15. Asymmetric Oxidations Using 3-Substituted 1,2-Benzisothiazole 1,1-Dioxide Oxides

The synthesis and asymmetric oxidations of chiral nonracemic 3-substituted 1,2-benzisothiazole 1,1-dioxide oxides (6) are described.These new N-sulfonyloxaziridines are prepared by oxidation of the corresponding enantiomerically pure sulfonimines 5.These reagents oxidize sulfides to sulfoxides (11-52percent ee), epoxidize nonfunctionalized alkenes (17-61percent ee), and oxidize enolates to α-hydroxy carbonyl compounds (11-81percent ee).Epoxidation of (-)-(S)-limonene with (+)-(2R,3S)-6a, a double asymmetric synthesis, affords a 93:7 cis/trans mixture of limonene oxides.Evaluation ofpossible transition-state structures suggests that the molecular recognition is primarily determined by steric factors.These reagents are less effective than N-sulfonyloxaziridines 1-3 in their asymmetric oxidations because they lack well-defined regions that are topologically dissimilar near the active site.