1,8-Diazabicyclo[5.4.0]undec-7-ene-mediated formation of N-sulfinyl imines
نویسندگان
چکیده
منابع مشابه
Carbamoyl anion addition to N-sulfinyl imines: highly diastereoselective synthesis of α-amino amides.
Carbamoyl anions, generated from N,N-disubstituted formamides and lithium diisopropylamide, add with high diastereoselectivity to chiral N-sulfinyl aldimines and ketimines to provide α-amino amides. The methodology enables the direct introduction of a carbonyl group without the requirement of unmasking steps as with other nucleophiles. The products may be converted to α-amino esters or 1,2-diam...
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The title compound, C(9)H(9)N(3)O(3)S, comprises a racemic mixture of chiral mol-ecules containing four stereogenic centres. The cyclo-hexane ring tends towards a boat conformation, while the tetra-hydro-furan ring and the dihydro-furan ring adopt envelope conformations. The dihedral angle between the thio-semicarbazide fragment and the fused-ring system is 77.20 (10)°. The crystal structure is...
متن کاملHighly stereoselective methylene transfers onto butanediacetal-protected chiral non-racemic sulfinyl imines using S-ylide technology.
Diastereomeric ratios of >95 : 5 were obtained when performing methylene transfers onto imines originating from d-mannitol and (S)-(-)-2-methyl-2-propane sulfinamide or ascorbic acid and (R)-(-)-2-methyl-2-propane sulfinamide.
متن کاملReactions of dimethoxycarbene with N-tosylated imines
The reactions of dimethoxycarbene (DMC; 2), which was generated in situ by thermal decomposition of 2,5-dihydro-2,2-dimethoxy-5,5-dimethyl-1,3,4-oxadiazole (1), with N-tosylated imines of xanthone and 2,3 : 6,7 dibenzosuberenone, 3a and 3d, respectively, led to different adducts with rearranged skeletons. In the case of 3a, the 1 :1 adduct 5 as well as the 2 : 1 adduct 6 were obtained (Scheme 2...
متن کاملReaction of imines with N-iodosuccinimide (NIS): unexpected formation of stable 1 : 1 complexes.
Imines react with N-iodosuccinimide (NIS) to afford unexpected 1 : 1 complexes and the structure of one of these was determined by single-crystal X-ray diffraction; the reaction seems to be very general for substituted cyclic imines with solid stable complexes obtained in high yields; this is the first reported example of a halogen bonding interaction involving the C=N bond and NIS.
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ژورنال
عنوان ژورنال: Journal of Chemical Research
سال: 2019
ISSN: 1747-5198,2047-6507
DOI: 10.1177/1747519819884146