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Can I read Opening of Tartrate Acetals Using Dialkylboron Bromide: Evidence for Stereoselectivity Downstream from Ring Fission. on EtoBox?
Opening of Tartrate Acetals Using Dialkylboron Bromide: Evidence for Stereoselectivity Downstream from Ring Fission. by William W. Ogilvie; et al. et al. is a Chemistry article available to read on EtoBox.
What is Opening of Tartrate Acetals Using Dialkylboron Bromide: Evidence for Stereoselectivity Downstream from Ring Fission. about?
Opening of Tartrate Acetals Using Dialkylboron Bromide: Evidence for Stereoselectivity Downstream from Ring Fission. -The opening of acetals derived from tartaric esters and amides using Br-BMe2 as Lewis acid and R2Cu(CN)Li2 as alkylating agent is a useful method to prepare chiral secondary alcohols. Good selectivity is only observed when a particular set of experimental conditions (temperature) is respected, following the opening of acetal. The diastereoselectivity originates from equilibration of bromo ether intermediates formed during acetal opening and can be improved by cuprate displacement at -30°C. At -30°C the (R)-and (S)-isomers behave differently. Additionally, it is shown that the nature and configuration of acetal substituents play an important role for the diastereoselectivity. -(
Who reads Opening of Tartrate Acetals Using Dialkylboron Bromide: Evidence for Stereoselectivity Downstream from Ring Fission.?
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- William W. Ogilvie; et al. et al.
- Publisher
- John Wiley and Sons; Wiley (John Wiley & Sons); Wiley (ISSN 0931-7597)
- Published
- 2003
- Language
- EN
- Field
- Chemistry (Physical Sciences)