[1,2]-Wittig rearrangement of acetals iii [1]. New 1,2-alkoxyalcohols, 1,2-alkoxyamines and 1,2-dialkoxy compounds as chiral ligands for organomagnesium and organolithium compounds and for lithium aluminum hydride

Monatshefte fur Chemie

Volumn 131, Issue 8, 2000, Pages 867-877

  Gärtner, Peter ^a   Letschnig, Martin ^a   Knollmüller, Max ^a  

^a VIENNA UNIVERSITY OF TECHNOLOGY   (Austria)

Author keywords

Acetals; Carbonyl addition, stereoselective; Ligands, chiral; 1,2 Wittig rearrangement

Indexed keywords

EID: 0040185504     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/s007060070064     Document Type: Article

References (62)

1. Gärtner P, Letsching MF, Knollmüller M, Mereiter K (2000) Tetrahedron Asymm 11: 1003
2. Nógrádi M (1995) Stereoselective Synthesis. VCH, Weinheim
3. Devant RM, Radunz H-E (1995) In: Helmchen G, Hoffmann RW, Mulzer J, Schaumann E (eds) Methoden der organischen Chemie (Houben-Weyl), 4th edn, vol. E21b. Thieme, Stuttgart, p 1297
4. Midland MM, Morrell LA (1995) In: Helmchen G, Hoffmann RW, Mulzer J, Schaumann E (eds) Methoden der organischen Chemie (Houben-Weyl), 4th edn, vol. E21d. Thieme, Stuttgart, p 4057
5. Noyori R, Kitamura M (1991) Angew Chem 103: 34; Angew Chem Int Ed Engl 30: 49; Blaser H-U (1992) Chem Rev 92: 935; Singh VK (1992) Synthesis 605
6. Noyori R, Kitamura M (1991) Angew Chem 103: 34; Angew Chem Int Ed Engl 30: 49; Blaser H-U (1992) Chem Rev 92: 935; Singh VK (1992) Synthesis 605
7. Noyori R, Kitamura M (1991) Angew Chem 103: 34; Angew Chem Int Ed Engl 30: 49; Blaser H-U (1992) Chem Rev 92: 935; Singh VK (1992) Synthesis 605
8. Noyori R, Kitamura M (1991) Angew Chem 103: 34; Angew Chem Int Ed Engl 30: 49; Blaser H-U (1992) Chem Rev 92: 935; Singh VK (1992) Synthesis 605
9. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
10. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
11. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
12. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
13. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
14. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
15. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
16. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
17. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
18. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
19. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
20. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
21. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
22. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
23. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
24. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
25. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
26. Recent papers about the enantioselective addition of organozinc compounds: Knochel P (1995) Synlett 393; Vidalferran A, Moyano A, Pericas MA, Riera A (1997) J Org Chem 62: 4970; Lutz C, Knochel P (1997) J Org Chem 62: 7895; Bolm C, Fernandez KM, Seger A, Raabe G (1997) Synlett 1051; Hayase T, Sugiyama T, Suzuki M, Shibata T, Soai K (1997) J Fluorine Chem 84: 1; Shibata T, Hayase T, Aiba Y, Tabira H, Soai K (1997) Heterocycles 46: 235; Asami M, Inoue S (1997) Bull Chem Soc Jpn 70: 1687; Chen TH, Zheng GZ (1997) Can J Org Chem 75: 629; Nakano H, Iwasa K, Hongo H (1997) Heterocycles 46: 267; Rijnberg E, Hovestad NJ, Kleij AW, Jastrzebski JTBH, Boersma J, Janssen MD, Spek AL, van Koten G (1997) Organometallics 16: 2847; Prasad KRK, Joshi NN (1997) J Org Chem 62: 3770; Nakano H, Kumagai N, Matsuzaki H, Kabuto C, Hongo H (1997) Tetrahedron-Asymmetry 8: 1391; Beliczey J, Giffels G, Kragl U, Wandrey C (1997) Tetrahedron Asymm 8: 1529; Genov M, Kostova K, Dimitrov V (1997) Tetrahedron Asymm 8: 1869; Trentmann W, Mehler T, Martens J (1997) Tetrahedron Asymm 8: 2033; Wilken J, Groger H, Kossenjans M, Martens J (1997) Tetrahedron Asymm 8: 2761; Anderson JC, Harding M (1998) Chem Commun: 393; Dosa PI, Fu GC (1998) J Am Chem Soc 120: 445
27. Recent papers about the enantioselective addition of organotitan compounds: Duthaler RO, Hafner A (1992) Chem Rev 92: 807; Ramon DJ, Yus M (1997) Tetrahedron Asymm 8: 2479; Zhang FY, Chan ASC (1997) Tetrahedron Asymm 8: 3651; Chan ASC, Zhang FY, Yip CW (1997) J Am Chem Soc 119: 4080; Guo C, Qiu J, Zhang XM, Verdugo D, Larter ML, Christie R, Kenney P, Walsh PJ (1997) Tetrahedron 53: 4045; Ramon DJ, Yus M (1998) Tetrahedron Lett 39: 1239
28. Recent papers about the enantioselective addition of organotitan compounds: Duthaler RO, Hafner A (1992) Chem Rev 92: 807; Ramon DJ, Yus M (1997) Tetrahedron Asymm 8: 2479; Zhang FY, Chan ASC (1997) Tetrahedron Asymm 8: 3651; Chan ASC, Zhang FY, Yip CW (1997) J Am Chem Soc 119: 4080; Guo C, Qiu J, Zhang XM, Verdugo D, Larter ML, Christie R, Kenney P, Walsh PJ (1997) Tetrahedron 53: 4045; Ramon DJ, Yus M (1998) Tetrahedron Lett 39: 1239
29. Recent papers about the enantioselective addition of organotitan compounds: Duthaler RO, Hafner A (1992) Chem Rev 92: 807; Ramon DJ, Yus M (1997) Tetrahedron Asymm 8: 2479; Zhang FY, Chan ASC (1997) Tetrahedron Asymm 8: 3651; Chan ASC, Zhang FY, Yip CW (1997) J Am Chem Soc 119: 4080; Guo C, Qiu J, Zhang XM, Verdugo D, Larter ML, Christie R, Kenney P, Walsh PJ (1997) Tetrahedron 53: 4045; Ramon DJ, Yus M (1998) Tetrahedron Lett 39: 1239
30. Recent papers about the enantioselective addition of organotitan compounds: Duthaler RO, Hafner A (1992) Chem Rev 92: 807; Ramon DJ, Yus M (1997) Tetrahedron Asymm 8: 2479; Zhang FY, Chan ASC (1997) Tetrahedron Asymm 8: 3651; Chan ASC, Zhang FY, Yip CW (1997) J Am Chem Soc 119: 4080; Guo C, Qiu J, Zhang XM, Verdugo D, Larter ML, Christie R, Kenney P, Walsh PJ (1997) Tetrahedron 53: 4045; Ramon DJ, Yus M (1998) Tetrahedron Lett 39: 1239
31. Recent papers about the enantioselective addition of organotitan compounds: Duthaler RO, Hafner A (1992) Chem Rev 92: 807; Ramon DJ, Yus M (1997) Tetrahedron Asymm 8: 2479; Zhang FY, Chan ASC (1997) Tetrahedron Asymm 8: 3651; Chan ASC, Zhang FY, Yip CW (1997) J Am Chem Soc 119: 4080; Guo C, Qiu J, Zhang XM, Verdugo D, Larter ML, Christie R, Kenney P, Walsh PJ (1997) Tetrahedron 53: 4045; Ramon DJ, Yus M (1998) Tetrahedron Lett 39: 1239
32. Recent papers about the enantioselective addition of organotitan compounds: Duthaler RO, Hafner A (1992) Chem Rev 92: 807; Ramon DJ, Yus M (1997) Tetrahedron Asymm 8: 2479; Zhang FY, Chan ASC (1997) Tetrahedron Asymm 8: 3651; Chan ASC, Zhang FY, Yip CW (1997) J Am Chem Soc 119: 4080; Guo C, Qiu J, Zhang XM, Verdugo D, Larter ML, Christie R, Kenney P, Walsh PJ (1997) Tetrahedron 53: 4045; Ramon DJ, Yus M (1998) Tetrahedron Lett 39: 1239
33. Recent papers about the enantioselective addition of organomagnesium compounds: Weber B, Seebach D (1992) Angew Chem 104: 96 Angew Chem Int Ed Engl 31: 84; Weber B, Seebach D (1994) Tetrahedron 50: 6117
34. Recent papers about the enantioselective addition of organomagnesium compounds: Weber B, Seebach D (1992) Angew Chem 104: 96 Angew Chem Int Ed Engl 31: 84; Weber B, Seebach D (1994) Tetrahedron 50: 6117
35. Recent papers about the enantioselective addition of organomagnesium compounds: Weber B, Seebach D (1992) Angew Chem 104: 96 Angew Chem Int Ed Engl 31: 84; Weber B, Seebach D (1994) Tetrahedron 50: 6117
36. Recent papers about the enantioselective addition of organolithium compounds: Ye M, Logaraj S, Jackman LM, Hillegass K, Hirsch KA, Bollinger AM, Grosz AL, Mani V (1994) Tetrahedron 50: 6109; Huffman MA, Yasuda N, DeCamp AE, Grabowski EJJ (1995) J Org Chem 60: 1590; Basu A, Beak P (1996) J Am Chem Soc 118: 1575; Thompson A, Corley EG, Huntington MF, Grabowski EJJ, Remenar JF, Collum DB (1998) J Am Chem Soc 120: 2028; Corruble A, Valnot J-Y, Maddaluno J, Duhamel P (1998) J Org Chem 63: 8266; Schön M, Naef R (1999) Tetrahedron Asymm 10: 169
37. Recent papers about the enantioselective addition of organolithium compounds: Ye M, Logaraj S, Jackman LM, Hillegass K, Hirsch KA, Bollinger AM, Grosz AL, Mani V (1994) Tetrahedron 50: 6109; Huffman MA, Yasuda N, DeCamp AE, Grabowski EJJ (1995) J Org Chem 60: 1590; Basu A, Beak P (1996) J Am Chem Soc 118: 1575; Thompson A, Corley EG, Huntington MF, Grabowski EJJ, Remenar JF, Collum DB (1998) J Am Chem Soc 120: 2028; Corruble A, Valnot J-Y, Maddaluno J, Duhamel P (1998) J Org Chem 63: 8266; Schön M, Naef R (1999) Tetrahedron Asymm 10: 169
38. Recent papers about the enantioselective addition of organolithium compounds: Ye M, Logaraj S, Jackman LM, Hillegass K, Hirsch KA, Bollinger AM, Grosz AL, Mani V (1994) Tetrahedron 50: 6109; Huffman MA, Yasuda N, DeCamp AE, Grabowski EJJ (1995) J Org Chem 60: 1590; Basu A, Beak P (1996) J Am Chem Soc 118: 1575; Thompson A, Corley EG, Huntington MF, Grabowski EJJ, Remenar JF, Collum DB (1998) J Am Chem Soc 120: 2028; Corruble A, Valnot J-Y, Maddaluno J, Duhamel P (1998) J Org Chem 63: 8266; Schön M, Naef R (1999) Tetrahedron Asymm 10: 169
39. Recent papers about the enantioselective addition of organolithium compounds: Ye M, Logaraj S, Jackman LM, Hillegass K, Hirsch KA, Bollinger AM, Grosz AL, Mani V (1994) Tetrahedron 50: 6109; Huffman MA, Yasuda N, DeCamp AE, Grabowski EJJ (1995) J Org Chem 60: 1590; Basu A, Beak P (1996) J Am Chem Soc 118: 1575; Thompson A, Corley EG, Huntington MF, Grabowski EJJ, Remenar JF, Collum DB (1998) J Am Chem Soc 120: 2028; Corruble A, Valnot J-Y, Maddaluno J, Duhamel P (1998) J Org Chem 63: 8266; Schön M, Naef R (1999) Tetrahedron Asymm 10: 169
40. Recent papers about the enantioselective addition of organolithium compounds: Ye M, Logaraj S, Jackman LM, Hillegass K, Hirsch KA, Bollinger AM, Grosz AL, Mani V (1994) Tetrahedron 50: 6109; Huffman MA, Yasuda N, DeCamp AE, Grabowski EJJ (1995) J Org Chem 60: 1590; Basu A, Beak P (1996) J Am Chem Soc 118: 1575; Thompson A, Corley EG, Huntington MF, Grabowski EJJ, Remenar JF, Collum DB (1998) J Am Chem Soc 120: 2028; Corruble A, Valnot J-Y, Maddaluno J, Duhamel P (1998) J Org Chem 63: 8266; Schön M, Naef R (1999) Tetrahedron Asymm 10: 169
41. Recent papers about the enantioselective addition of organolithium compounds: Ye M, Logaraj S, Jackman LM, Hillegass K, Hirsch KA, Bollinger AM, Grosz AL, Mani V (1994) Tetrahedron 50: 6109; Huffman MA, Yasuda N, DeCamp AE, Grabowski EJJ (1995) J Org Chem 60: 1590; Basu A, Beak P (1996) J Am Chem Soc 118: 1575; Thompson A, Corley EG, Huntington MF, Grabowski EJJ, Remenar JF, Collum DB (1998) J Am Chem Soc 120: 2028; Corruble A, Valnot J-Y, Maddaluno J, Duhamel P (1998) J Org Chem 63: 8266; Schön M, Naef R (1999) Tetrahedron Asymm 10: 169
42. Recent papers about the enantioselective reduction with lithium aluminium hydride: Lu T-J, Liu S-L (1994) J Chin Chem Soc 41: 467; Lu T-J, Liu S-W (1994) J Chin Chem Soc 41: 205; Shibata T, Takahashi T, Konishi T, Soai K (1997) Angew Chem 109: 2560; Angew Chem Int Ed Engl 36: 2458; Malkar NB, Kumar VG (1998) Synth Commun 28: 4445; Cheng Y-J, Fang J-M, Lu T-J (1999) J Org Chem 64: 3207
43. Recent papers about the enantioselective reduction with lithium aluminium hydride: Lu T-J, Liu S-L (1994) J Chin Chem Soc 41: 467; Lu T-J, Liu S-W (1994) J Chin Chem Soc 41: 205; Shibata T, Takahashi T, Konishi T, Soai K (1997) Angew Chem 109: 2560; Angew Chem Int Ed Engl 36: 2458; Malkar NB, Kumar VG (1998) Synth Commun 28: 4445; Cheng Y-J, Fang J-M, Lu T-J (1999) J Org Chem 64: 3207
44. Recent papers about the enantioselective reduction with lithium aluminium hydride: Lu T-J, Liu S-L (1994) J Chin Chem Soc 41: 467; Lu T-J, Liu S-W (1994) J Chin Chem Soc 41: 205; Shibata T, Takahashi T, Konishi T, Soai K (1997) Angew Chem 109: 2560; Angew Chem Int Ed Engl 36: 2458; Malkar NB, Kumar VG (1998) Synth Commun 28: 4445; Cheng Y-J, Fang J-M, Lu T-J (1999) J Org Chem 64: 3207
45. Recent papers about the enantioselective reduction with lithium aluminium hydride: Lu T-J, Liu S-L (1994) J Chin Chem Soc 41: 467; Lu T-J, Liu S-W (1994) J Chin Chem Soc 41: 205; Shibata T, Takahashi T, Konishi T, Soai K (1997) Angew Chem 109: 2560; Angew Chem Int Ed Engl 36: 2458; Malkar NB, Kumar VG (1998) Synth Commun 28: 4445; Cheng Y-J, Fang J-M, Lu T-J (1999) J Org Chem 64: 3207
46. Recent papers about the enantioselective reduction with lithium aluminium hydride: Lu T-J, Liu S-L (1994) J Chin Chem Soc 41: 467; Lu T-J, Liu S-W (1994) J Chin Chem Soc 41: 205; Shibata T, Takahashi T, Konishi T, Soai K (1997) Angew Chem 109: 2560; Angew Chem Int Ed Engl 36: 2458; Malkar NB, Kumar VG (1998) Synth Commun 28: 4445; Cheng Y-J, Fang J-M, Lu T-J (1999) J Org Chem 64: 3207
47. Recent papers about the enantioselective reduction with lithium aluminium hydride: Lu T-J, Liu S-L (1994) J Chin Chem Soc 41: 467; Lu T-J, Liu S-W (1994) J Chin Chem Soc 41: 205; Shibata T, Takahashi T, Konishi T, Soai K (1997) Angew Chem 109: 2560; Angew Chem Int Ed Engl 36: 2458; Malkar NB, Kumar VG (1998) Synth Commun 28: 4445; Cheng Y-J, Fang J-M, Lu T-J (1999) J Org Chem 64: 3207
48. Gärtner P, Letsching MF, Knollmüller M, Völlenkle H (1999) Tetrahedron Asymm 10: 4811
49. Ager DJ, Prakash I, Schaad DR (1996) Chem Rev 96: 835
50. Knollmüller M, Gärtner P, Letsching M (1998) Monatsh Chem 129: 953
51. Knollmüller M, Ferencic M, Gärtner P (1999) Tetrahedron Asymm 10: 3969
52. Omura K, Sharma AK, Swern D (1976) J Org Chem 41: 957; Huang SL, Omura K, Swern D (1978) Synthesis 297
53. Omura K, Sharma AK, Swern D (1976) J Org Chem 41: 957; Huang SL, Omura K, Swern D (1978) Synthesis 297
54. Kaufman TS (1993) Synth Commun 23: 473
55. Duddeck H (1995) In: Helmchen G, Hoffmann RW, Mulzer J, Schaumann E (eds) Methoden der organischen Chemie (Houben-Weyl), 4th edn, vol E21a. Thieme, Stuttgart, p 335
56. Devant RM, Radunz H-E (1995) In: Helmchen G, Hoffmann RW, Mulzer J, Schaumann E (eds) Methoden der organischen Chemie (Houben-Weyl), 4th edn, vol E21b. Thieme, Stuttgart, p 1151
57. Allred EL, Winstein S (1967) J Am Chem Soc 89: 3998; Ferencic M (1997) PhD Thesis, Inst of Org Chem, Univ of Techn, Vienna, Austria
58. Allred EL, Winstein S (1967) J Am Chem Soc 89: 3998; Ferencic M (1997) PhD Thesis, Inst of Org Chem, Univ of Techn, Vienna, Austria
59. For the application of N-ethylaniline as achiral additive for chiral hydrides see: Terashima S, Tanno N, Koga K (1980) Chem Lett 981
60. Braun M (1996) Angew Chem 108: 565; Angew Chem Int Ed Engl 35: 519
61. Braun M (1996) Angew Chem 108: 565; Angew Chem Int Ed Engl 35: 519
62. Noe CR, Knollmüller M, Steinbauer G, Jangg E, Völlenkle H (1988) Ber Dtsch Chem Ges 121: 1231