1994
DOI: 10.1021/jo00089a010
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.beta.-Stannyl Allylic Alcohols through Photooxygenation (Schenck Reaction) of Vinylstannanes and Reduction of the Resulting Allylic Hydroperoxides: Synthesis and Selected Transformations

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Cited by 24 publications
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“…of chiral allylic alcohols and amines is performed in the presence of Ti(OPr-i) 4 , in situ epoxidation occurs, affording highly threo (ca 95%) diastereoselective ene reactions with respect to the OH or NHR functionality, by generating two new stereogenic centres with high stereoselectivity 4 . Similarly, regiospecific reactions with vinylic silanes 195 , stannanes 196 and sulphoxides 197 afford allylic alcohols, epoxy alcohols or trimethylsilyl enones 198 , with high stereospecificity, which are very useful building blocks in organic synthesis. Regiospecific reactions of vinylsilanes with 1 O 2 have been used 199,200 by Paquette and coworkers for the regiospecific production of trimethylsilyl allylic alcohols whose subsequent desilylation resulted in a novel methodology for carbonyl transposition.…”
Section: G Diastereoselectivity In the Intrazeolite Photooxygenationmentioning
confidence: 99%
“…of chiral allylic alcohols and amines is performed in the presence of Ti(OPr-i) 4 , in situ epoxidation occurs, affording highly threo (ca 95%) diastereoselective ene reactions with respect to the OH or NHR functionality, by generating two new stereogenic centres with high stereoselectivity 4 . Similarly, regiospecific reactions with vinylic silanes 195 , stannanes 196 and sulphoxides 197 afford allylic alcohols, epoxy alcohols or trimethylsilyl enones 198 , with high stereospecificity, which are very useful building blocks in organic synthesis. Regiospecific reactions of vinylsilanes with 1 O 2 have been used 199,200 by Paquette and coworkers for the regiospecific production of trimethylsilyl allylic alcohols whose subsequent desilylation resulted in a novel methodology for carbonyl transposition.…”
Section: G Diastereoselectivity In the Intrazeolite Photooxygenationmentioning
confidence: 99%