129376-74-5Relevant academic research and scientific papers
Hyperbranched chiral catalysts for the asymmetric reduction of ketones with borane
Bolm, Carsten,Derrien, Nadine,Seger, Andreas
, p. 2087 - 2088 (1999)
Optically active dendritic amino alcohols catalyse the enantioselective borane reduction of ketones with good yields and high enantiomeric excesses.
Use of NaBH4/Me3SiCl in the β-hydroxysulfoximine-catalyzed enantioselective reduction of ketones
Bolm, Carsten,Seger, Andreas,Felder, Marcel
, p. 8079 - 8080 (1993)
The use of NaBH4/Me3SiCl in the β-hydroxysulfoximine-catalyzed asymmetric reduction of ketones affords secondary alcohols in high yields with good enantioselectivities (up to 90% ee).
On the chemoselectivity and mechanism of desilylation of tert- butyldimethylsilyl ethers with TMSOTf
Hunter, Roger,Hinz, Wolfgang,Richards, Philip
, p. 3643 - 3646 (2007/10/03)
A modified literature procedure is presented for desilylating primary and secondary tert-butyldimethylsilyl ethers involving TMSOTf followed by breakdown of the bis-silyloxonium ion in methanol. The chemoselectivity of the process with respect to TBDPS, T
48. Diastereoselective Spirocyclization of C-(Alkyloxycarbonyl)formimines of 2-Substituted 1H-Indole-3-ethanamines (= Tryptamines): Basic Studies
Freund, Ralf,Mahboobi, Siavosh,Noack, Klaus,Schoenholzer, Peter,Bernauer, Karl
, p. 439 - 454 (2007/10/02)
C-(Alkoxycarbonyl)formimines of type 15-18 were derived from the 2-substituted tryptamines 2, 9, 10, and 11 and transformed with tosyl chloride into tricyclic 3-spiroindoles of types 19-22 (Scheme 3).The influence of the homochiral alkoxy moieties A-D on the stereochemical outcome of this reaction was studied.Good-to-excellent diastereoselectivities were observed with the (-)-8-(phenylmenth-3-yl)oxy group (B) as homochiral auxiliary.The structures of the tricycles 4, (2'R,3S)-19B, and (2'S,3R)-20C were established by X-ray analysis, the structures of the others by NOE and CD studies, and by chemical correlation.Possibilities to explain the steric course of the spirocyclizations are discussed.
