- TBD-catalyzed α-sulfenylation of cyclic ketones: Desymmetrization of 4-substituted cyclohexanones
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A low loading of triazabicyclo[4.4.0]dec-5-ene (TBD) catalyzes the α-sulfenylation reaction of ketones employing tetramethylthiuram disulfide (TMTDS) as electrophilic reagent. This methodology is mild, effective and straightforward, rendering the desired products in high yield. Prochiral 4-substituted cyclohexanones can be desymmetrized with remarkable diastereoselectivity following this protocol. The dithiocarbamoyl function was shown to be easily removed upon reduction, affording thiols (1-mercaptan-2-ols).
- Poladura, Belén,Martínez-Casta?eda, ángel,Rodríguez-Solla, Humberto,Concellón, Carmen,Del Amo, Vicente
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experimental part
p. 6438 - 6446
(2012/08/28)
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- Asymmetric Reduction of α-(Dimethylthiocarbamoylthio) Carbonyl Compounds with Bakers' Yeast
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Treatment of α-(dimethythiocarbamoylthio) ketones with bakers' yeast afforded the corresponding chiral alcohols in high yields with high enentiomeric excess (in most cases, more than 96 percent ee). α- (Dimethylthiocarbamoylthio) aldehydes were reduced to give chiral α-(dimethylthiocarbamoylthio) alcohols in 69-92 percent yields with 32-63 percent ee, which were converted to chiral 1,2-epitio derivatives.
- Tsuboi, Sadao,Kohara, Noriyuki,Doi, Katsumi,Utaka, Masanori,Takeda, Akira
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p. 3205 - 3210
(2007/10/02)
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- Insecticidal hydrazone phosphates and phosphonates
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Compounds having the formula STR1 in which R is lower alkyl or lower alkoxy, R1 is lower alkoxy, A is cycloalkyl, lower alkyl-substituted cycloalkenyl, or STR2 R2 and R3 are independently alkyl, aryl, aralkyl, cycloalkyl, hydrogen, or STR3 and R4 is lower alkyl. Compounds of this formula have been found to possess utility as insecticides, particularly against aphids and the housefly.
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