4.8 Article

Intramolecular Chirality Transfer [2+2] Cycloadditions of Allenoates and Alkenes

Journal

ORGANIC LETTERS
Volume 19, Issue 14, Pages 3703-3706

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01420

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Funding

  1. NIH [R01GM110131]
  2. Indiana University

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Intramolecular chirality-transfer [2 + 2] cycloaddition of enantiomerically enriched allenoates and alkenes is presented. The use of a chiral catalyst was found to be critical to achieve high levels of diastereoselectivity compared to use of an achiral catalyst. The method developed leads to highly substituted cydobutanes that would be difficult to prepare by alternative methods.

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