Tetrahedron letters

Synthesis of enantiomerically pure (S)-3-trichloromethylbutyric acid via asymmetric conjugate addition of trichloromethyl metal compounds to a chiral enoate. …

G Helmchen, G Wegner

Index: Helmchen, Guenter; Wegner, Guenter Tetrahedron Letters, 1985 , vol. 26, # 49 p. 6047 - 6050

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Citation Number: 27

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... (+)(S)-3-Trichloromethylbutyric acid, a building block for syntheses of various marine natural products, can be prepared via 99:1 stereoselective conjugate addition of Cl 3 CMgCl to the crotonate of a chiral auxiliary containing a sulfonylamino substituent. ... Optical rotations of (+)− ...

 Related Synthetic Route
(S)-(1R,2S,3R,4S)-3-(N-(3,5-dimethylphenyl)phenylsulfonamido)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4,4,4-trichloro-3-methylbutanoate Structure

102917-45-3

(S)-(1R,2S,3R,4...

~98%

(-)-(3S)-4,4,4-trichloro-3-methylbutanoic acid Structure

76527-08-7

(-)-(3S)-4,4,4-...

(1R,2S)-2-CHLORO-1,2,3,4-TETRAHYDRO-NAPHTHALEN-1-OL Structure

87420-26-6

(1R,2S)-2-CHLOR...

N/A Structure

104282-56-6

N/A

~%

(1R,2S)-2-CHLORO-1,2,3,4-TETRAHYDRO-NAPHTHALEN-1-OL Structure

87420-26-6

(1R,2S)-2-CHLOR...


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