Communication
Asymmetric Diboration of Terminal Alkenes with a Rhodium Catalyst and Subsequent Oxidation: Enantioselective Synthesis of Optically Active 1,2-Diols†
Kenji Toribatake,
Prof. Dr. Hisao Nishiyama,
Kenji Toribatake
Department of Applied Chemistry, Graduated School of Engineering, Nagoya University, Chikusa, Nagoya, 464-8603 (Japan) http://www.apchem.nagoya-u.ac.jp/06-II-1/nisilab/index.html
Search for more papers by this authorCorresponding Author
Prof. Dr. Hisao Nishiyama
Department of Applied Chemistry, Graduated School of Engineering, Nagoya University, Chikusa, Nagoya, 464-8603 (Japan) http://www.apchem.nagoya-u.ac.jp/06-II-1/nisilab/index.html
Department of Applied Chemistry, Graduated School of Engineering, Nagoya University, Chikusa, Nagoya, 464-8603 (Japan) http://www.apchem.nagoya-u.ac.jp/06-II-1/nisilab/index.htmlSearch for more papers by this authorKenji Toribatake,
Prof. Dr. Hisao Nishiyama,
Kenji Toribatake
Department of Applied Chemistry, Graduated School of Engineering, Nagoya University, Chikusa, Nagoya, 464-8603 (Japan) http://www.apchem.nagoya-u.ac.jp/06-II-1/nisilab/index.html
Search for more papers by this authorCorresponding Author
Prof. Dr. Hisao Nishiyama
Department of Applied Chemistry, Graduated School of Engineering, Nagoya University, Chikusa, Nagoya, 464-8603 (Japan) http://www.apchem.nagoya-u.ac.jp/06-II-1/nisilab/index.html
Department of Applied Chemistry, Graduated School of Engineering, Nagoya University, Chikusa, Nagoya, 464-8603 (Japan) http://www.apchem.nagoya-u.ac.jp/06-II-1/nisilab/index.htmlSearch for more papers by this author†
This research was partly supported by the Japan Society for the Promotion of Science (No. 2562007).
Graphical Abstract
Pin it down: A highly enantioselective diboration of terminal alkenes with chiral 1 and bis(pinacolato)diboron (B2pin2) was realized. Subsequent oxidation of the diboron adducts with sodium peroxoborate readily gave the corresponding optically active 1,2-diols in high yields and high enantioselectivities.
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