Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 129, Issue 11, Pages 3068-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja068808s
Keywords
-
Categories
Ask authors/readers for more resources
Reaction of pinacol boronates with putative enantioenriched alpha-chloroalkyllithium species, generated in situ from homochiral alpha-chloroalkylsulfoxides by sulfoxide ligand exchange with t-BuLi in PhMe at -78 degrees C, gave chain-extended boronic ester products with generally excellent stereochemical fidelity. Iteration of this stereospecific reagent-controlled homologation (StReCH) process enabled the programmed synthesis of all four stereoisomers of a stereodiad-containing model system (4-benzyl-1,6-diphenylhexan-2-ol) with er >= 97:3 in all cases.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available