Download Key Chiral Auxiliary Applications by Gregory Roos PDF
By Gregory Roos
Key Chiral Auxiliary purposes, moment Edition is an in depth compilation of chiral auxiliary functions equipped via kind of transformation. carrying on with from crucial and proper auxiliaries defined in its predecessor, the three-volume set Compendium of Chiral Auxiliary Applications (2001), in addition to advances within the box, the publication offers an important and well timed source for chemists within the box. every one response category incorporates a sequence of tables and graphical abstracts of genuine reactions from the literature and patents to permit effortless assessment and comparability of effects. This expected version is predicated on a screening of approximately 40,000 auxiliary response functions, with info provided for the greater than 13,000 chosen consultant entries: man made direction, reagents, yields, diastereomeric/enantiomeric excesses, and characterization data. up-to-date and streamlined with greater than 60% new fabric, Key Chiral Auxiliary Applications offers invaluable advice and trustworthy content material for choosing the simplest auxiliary for a particular uneven artificial transformation.
- Provides a entire compilation according to approximately 40,000 assorted purposes of chiral auxiliaries for choosing the easiest artificial path to optically natural compounds
- Contains over 60% new fabric with 13,000+ auxiliary purposes labeled through response sort, with response info and chemical and optical yields in a single designated resource
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Extra info for Key Chiral Auxiliary Applications
Sample text
Alkylation and Related Reactions I Yield(ds) Substrate Major Pre-product Reagent (i) LDA (ii) (i) LDA (ii) BnO(CH2)4I (i) LDA (ii) C6H13I (config) (config) 86(95) (>98) (R)-(+) (R) 92(>99) 86(>98) (S)-(-) (S)-(+) >86(>97) overall 63(>95) (S) (S)-(-) 91( 98) steps 72( 99) (i) LiTMP (ii) C6H13I (S) (i) LDA (ii) >86(>97) overall 48(>95) (S) (S)-(-) 70(>99) 80(>98) (S)-(-) (S)-(+) 60(>99) 99(>98) (S) (S) 93(>97) overall 52(>95) (i) LDA (ii) (i) LDA (ii) (i) LDA (ii) BnBr O (i) LDA (ii) MeI (i) LDA (S)-(+) HPLC N O O Me Ax (S)-(+) HPLC overall 67(>98) (R) (R)-(-) 69(>96) steps 61(>96) NMR 67 68;69 * 70 71 70 69 * 72 70 92(90) (>97) (R)-(-) Refs (S)-(-) 76(95) Br Major Product (S) (S) (i) LDA (ii) O (ii) Yield(ee) O O CN Me 73 * 74;75*;76 (S,R)-(-) * 63 * 28 Key Chiral Auxiliary Applications Yield(ds) Substrate Reagent (config) 58(>97) (i) LDA (ii) Bn (i) LDA (ii) (i) LDA (ii) (i) LDA I (S)-(-) (i) LDA (i) LDA (ii) (i) LDA (ii) (i) LDA (ii) (S)-(+) GC 43(>96) 80( 98) (S)-(-) (S)-(+) 65(>97) steps 67(>95) 83(>96) 97(98) (R)-(-) (R)-(+) NMR GC 24( 99) 87( 98) (R)-(-) (R)-(+) 76(>96) 98(97) (R)-(-) (R)-(+) (R)-(-) (i) LDA 77(>96) (R)-(-) NMR (i) LDA (ii) MeI 88(>97) (R) * 78 * 64 * 77 * steps 59(>96) (S,R)-(-) 85(>97) 77 (S)-(-) NMR (i) LDA (ii) MeI (ii) (S)-(+) NMR NMR Refs 76(>95) (S)-(-) 66(>96) Major Product (config) 99(98) (R)-(-) (ii) Yield(ee) 49(>96) (S)-(-) (ii) Major Pre-product GC 63 * 78 * 64;79 78 86(>97) (R)-(-) 76 * * steps 58(>96) (S,R)-(-) * 63 * >77(>95) (R)-(+) 70;74;75 * 29 2.
1 Symmetrical derivatives (i) LDA (ii) MeI (iii) LDA (iv) BnBr 94(>99) (i) LDA (ii) BnBr (iii) LDA (iv) MeI 83(>99) (R) N 98(>99) Ax Me Me (R) O Me Me (S) Me * 109 * Bn Bn N 109 98(>99) Ax Bn Me (S) O Me Bn Me 37 2. Alkylation and Related Reactions I Yield(ds) Substrate Reagent Major Pre-product (config) (i) LDA (ii) EtI (iii) LDA (iv) (i) LDA (ii) Br (iii) LDA (iv) EtI (R) N Ax 95 Et Me 85(>99) (S) Major Product N (R) O Et Me 96 Ax (S) Me (R) (i) LDA (ii) BOMCl 82(98) Ax (R)-(-) (R) Me Et Me overall 99(92) * Me OBn (R)-(-) 110 Et 96(96) Me Me O OBn 76;111* overall 92(94) N Me Et (R) GC Et O Me 110 Et 79( 99) (i) LDA (S)-(+) (ii) 91 (i) LDA (ii) PrI (S) (i) LDA (ii) PrI (i) LDA -- -- 64;79 * 89(>99) (S)-(+) 112;113*; 114;115 (96) overall 89(92) (R) (R) 110 GC 81( 98) 96( 98) (S)-(+) (S)-(-) 64 * (ii) (i) LDA (ii) * Et Et Ax 109 Bn O (R) Et (97) (i) LDA (ii) EtI N Ax N * Et Bn (96) 109 O Et (i) LDA (ii) BnBr Refs (config) 88(>99) Br Yield(ee) 98(96) Br (R) 96(92) (R) GC 110 * * 38 Key Chiral Auxiliary Applications Yield(ds) Substrate Major Pre-product Reagent Yield(ee) (config) Me Ax (S) Br overall 78(98) N Me Et Me (S)-(+) GC O Me Et 116 * Me overall 26(97) (>97) LDA Refs (config) -- (i) LiTMP (ii) Major Product (S) 117 (S)-(+) * GC (i) LDA (ii) Me Br 100(>98) 61(>97) (S)-(+) (S)-(+) 93 97(>97) (S) (S)-(-) 113;118* * Me (i) LDA (ii) Me O I OMe O O (i) LDA (ii) (i) LDA (ii) 65 62(>94) (S) (S)-(-) (97) (S) N Ax Me Et (i) LDA I (ii) TMSO (iii) LDA (S,S)-(+) I (iv) TMSO (i) LDA TMSO I (iii) LDA I (iv) TMSO (i) LDA TMSO MeO N Bn Pr Pr I (iii) LDA (iv) TMSO (i) LDA/ (ii) MeI 23(>99) 43(>99) (S,S)-(+) 43(>99) (S,S)-(+) 80;113 53(>99) Me Me O Me (ii) * Me Me OMe (ii) 119 Et OMe (S)-(-) Me O Et OAc Me Me 63(>93) (S,R,S)(-) Me Me (R) Me Me 121 * 121 * O O 84(98) (R)-(-) * O O Me Me I -- 121 O 68(>97) (S,R,S)(-) * Me O 32(>96) (S,R,S)(-) 120 O Me Pr Et 122 * 39 2.
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