PubMed · 4393409
The source did not provide an abstract. Follow the original record for more information.
Explore connections, maps & timelines
1968-03-18. [Rinomar (Mekos)].. https://pubmed.ncbi.nlm.nih.gov/4393409/
Cite the original work for its findings. Save a collection to share your selection of sources.
KEEP EXPLORING
[reaction: see text] The iodine(III)-mediated aziridination reaction of an indolyl-substituted carbamate requires a Rh(II) catalyst and proceeds by a metallonitrene intermediate. Stepwise addition across the indole pi-bond followed by Rh(II) detachment generates a metal-free zwitterion, which ultimately leads to the observed products. In contrast, intramolecular aziridination of several cycloalkenyl carbamates does not require a Rh(II) catalyst and occurs via an iminoiodinane intermediate.
The first application of metalloenamines derived from N-sulfinyl imines is reported for the highly diastereoselective addition to aldehydes. Reduction of the beta-hydroxy-N-sulfinyl imine products with catecholborane and LiBHEt3 provides syn- and anti-1,3-amino alcohol derivatives, respectively, with very high diastereomeric ratios.
Starting from optically active 3,3-difluorolactaldehyde, an alkenyl or aryl boronic acid, and an amine, a one-step three-component methodology was developed for the stereoselective preparation of anti-alpha-(difluoromethyl)-beta-amino alcohols. beta-Furyl-substituted anti-alpha-(difluoromethyl)-beta-amino alcohol was further elaborated to form (2S,3R)-difluorothreonine in high yield and ee.