[1-(Phenylseleno)alkyl]stannanes-mixed selenium/tin analogs of acetals: preparation from alpha-hydroxystannanes and use for generating selenium-stabilized carbanions.
Selenium-stabilized carbanions are available by a route that does not involve acid-catalyzed formation of selenoacetals. Aldehydes are converted first into alpha-hydroxystannanes and then into alpha-(phenylseleno)stannanes. Treatment with BuLi affords selenium-stabilized carbanions by preferential Sn/Li exchange.
Fernandopulle
Shimal C
SC
Chemistry Department, University of Alberta, Edmonton, Alberta, Canada T6G 2G2.
Clive
Derrick L J
DL
Yu
Maolin
M
D000080:Acetals / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry; D000478:Alkylation; D002219:Carbamates / Q000737:chemistry*; D006900:Hydroxylation; D015394:Molecular Structure; D010087:Oxides / Q000737:chemistry; D020005:Propanols / Q000737:chemistry; D012643:Selenium / Q000737:chemistry*; D018036:Selenium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D014001:Tin / Q000737:chemistry*; D017971:Tin Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D000080:Acetals; D000447:Aldehydes; D002219:Carbamates; D010087:Oxides; D020005:Propanols; D018036:Selenium Compounds; D017971:Tin Compounds; C031525:stannane; C006463:allyl alcohol; D014001:Tin; D012643:Selenium