Chemistry Letters p. 1457 - 1460 (1992)
Update date:2022-08-03
Topics:
Chikashita, Hidenori
Yuasa, Tsutomu
Itoh, Kazuyoshi
A new type of asymmetric induction based on the nucleophilic addition of sulfur-substituted nonconjugated carbanions produced from a variety of chiral α-(1,3-dithian-2-yl) acetals to achiral aldehydes was studied.The reaction with the carbanion of the chiral acetal derived from (4R,5R)-3,6-diethyl-3,6-dimethoxy-4,5-octanediol showed the best stereoselectivity (ds = 2.4:1-6.3:1) producing a chiral secondary-alcohol center.
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