4.8 Article

Asymmetric Bisvinylogous Aldolation of Aldehydes via 2-Oxonia-Cope Rearrangement Enabling Total Stereochemical Control

Journal

ORGANIC LETTERS
Volume 20, Issue 8, Pages 2472-2476

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00836

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Funding

  1. National Science Foundation [CHE-1362964, CHE-1625963]
  2. National Institutes of Health [G12MD007591]

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Highly stereoselective 2-oxonia-Cope rearrangement reactions between newly designed bisvinylogous aldolation synthons and aldehydes, which can provide epsilon-hydroxy-alpha,beta,gamma,delta-unsaturated esters with excellent enantioselectivities, as well as with unprecedented E- and Z-selectivities without regioselectivity issues, are described.

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