Journal of the Chemical Society. Perkin Transactions 1 (2001) p. 3143 - 3148 (2000)
Update date:2022-08-03
Topics:
Nakamura, Shuichi
Kuroyanagi, Masayuki
Watanabe, Yoshihiko
Toru, Takeshi
Reduction of γ-keto sulfoxides bearing the 2,4,6-triisopropylphenyl group with DIBAL gives γ-hydroxy sulfoxides with high stereoselectivity in the ratio 95:5. In comparison with the lower stereoselectivities obtained in the reaction of γ-keto sulfoxides bearing p-tolyl or 2,4,6-trimethylphenyl groups, the sterically bulky (2,4,6-triisopropylphenyl)-sulfinyl group is extremely efficient in effecting high 1,4-remote asymmetric induction. The Royal Society of Chemistry 2000.
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