Synthesis of Novel Functionalized N-Tosylaldimines

References

• Davis , F.A. , Zang , H. and Lee , S.H. 2001 . Masked oxo sulfinimines (N-sulfinyl imines) in the asymmetric synthesis of proline and pipecolic acid derivatives . Org. Lett. , 3 ( 5 ) : 759 – 762 .
   PubMedGoogle Scholar
• Vicario , J.L. , Badía , D. and Carrillo , L. 2001 . Asymmetric synthesis of β-substituted α-methyl-β-amino esters by Mannich reaction of (S,S)-(+)-pseudoephedrine acetamide derived enolate with imines . Org. Lett. , 3 ( 5 ) : 773 – 776 .
   PubMedGoogle Scholar
• Kobayashi , S. and Ishitani , H. 1999 . Catalytic enantioselective addition to imines . Chem. Rev. , 99 ( 5 ) : 1069 – 1094 .
   PubMed Web of Science ®Google Scholar
• Bloch , R. 1998 . Additions of organometallic reagents to C=N bonds: reactivity and selectivity . Chem. Rev. , 98 ( 4 ) : 1407 – 1438 .
   PubMed Web of Science ®Google Scholar
• Enders , D. and Reinhold , U. 1997 . Asymmetric synthesis of amines by nucleophilic 1,2-addition of organometallic reagents to the CN-double bond . Tetrahedron Asym. , 8 ( 12 ) : 1895 – 1946 .
   Google Scholar
• Georg , G.I. , Harriman , G.C.B. and Peterson , S.A. 1995 . A facile one-flask conversion of aldehydes and ketones to N-sulfonyl imines . J. Org. Chem. , 60 ( 22 ) : 7366 – 7368 .
   Google Scholar
• Trost , B.M. and Marrs , C. 1991 . A convenient synthesis of N-tosylimines . J. Org. Chem. , 56 ( 22 ) : 6468 – 6470 .
   Google Scholar
• Sisko , J. and Weinreb , S.M. 1990 . Addition of Grignard and organolithium reagents to N-sulfonyl aldimines generated in situ from aldehydes and N-sulfinyl sulfonamides . J. Org. Chem. , 55 ( 1 ) : 393 – 395 .
   Google Scholar
• Derdau , V. and Snieckus , V. 2001 . Condensation of laterally lithiated o-methyl and o-ethyl benzamides with imines mediated by (−)-sparteine. Enantioselective synthesis of tetrahydroisoquinolin-1-ones . J. Org. Chem. , 66 ( 6 ) : 1992 – 1998 .
   PubMedGoogle Scholar
• Kel’in , A.V. , Sromek , A.W. and Gevorgyan , V. 2001 . A novel Cu-assisted cycloisomerization of alkynyl imines: efficient synthesis of pyrroles and pyrrole-containing heterocycles . J. Am. Chem. Soc. , 123 ( 9 ) : 2074 – 2075 .
   PubMedGoogle Scholar
• Ahn , Y. , Cardenas , G.I. , Yang , J. and Romo , D. 2001 . Studies toward gymnodimine: development of a single-pot Hua reaction for the synthesis of highly hindered cyclic imines . Org. Let. , 3 ( 5 ) : 751 – 754 .
   PubMedGoogle Scholar
• Boger , D.L. , Corbett , W.L. , Curran , T.T. and Kasper , A.M. 1991 . Inverse electron demand Diels–Alder reactions of N-sulfonyl α,β-unsaturated imines: a general approach to implementation of the 4π; participation of 1-aza-1,3-butadienes in Diels–Alder reactions . J. Am. Chem. Soc. , 113 ( 5 ) : 1713 – 1729 .
   Google Scholar
• Boger , D.L. and Corbett , W.L. 1993 . 4π; Participation of 1-aza-1,3-butadienes in [4+2] cycloaddition reactions: intramolecular Diels–Alder reactions of α,β-unsaturated N-sulfonylimines . J. Org. Chem. , 58 ( 8 ) : 2068 – 2074 .
   Google Scholar
• Tschaen , D.M. , Turos , E. and Weinreb , S.M. 1984 . Stereochemical studies of thermal intermolecular and intramolecular N-sulfonylimine ene reactions . J. Org. Chem. , 49 ( 26 ) : 5058 – 5064 .
   Google Scholar
• Vass , A. , Dudás , J. and Varma , R.S. 1999 . Solvent-free synthesis of N-sulfonylimines using microwave irradiation . Tetrahedron Lett. , 40 ( 27 ) : 4951 – 4954 .
   Google Scholar
• Love , B.E. , Boston , T.S. , Nguyen , B.T. and Rorer , J.R. 1999 . A comparison of imine forming methodologies . Org. Prep. Proceed. Intl. , 31 : 399 – 405 .
   Web of Science ®Google Scholar
• Weinreb , S. 1997 . N-sulfonyl imines-useful synthons in stereoselective organic chemistry . Topics in Current Chemistry , 190 : 131 – 184 .
   Web of Science ®Google Scholar
• Love , B.E. , Raje , P.S. and Williams , T.C. 1994 . Preparation of N-tosylaldimines . Synlett , : 493 – 494 .
   Google Scholar
• Ziegler , E. and Rüf , W. 1975 . Reactivity of C=N-double bond system. 3. Simple olefination reaction . Z. Naturforsch. , 30B : 755 – 759 .
   Google Scholar
• Suzuki , H. , Takeda , S. and Hanazaki , Y. 1985 . Organic telluride-mediated reaction of tosyl azide with carbonyl-compounds . Chem. Lett. , : 679 – 680 .
   Google Scholar
• Klein , M. and Ugi , I. 1992 . 2-(4-Toluenesulfonyl)-3-aryloxaziridines as oxidizing reagents for Pd(III) compounds . Z. Naturforsch, , 47B : 887 – 890 .
   Google Scholar
• Naddaka , V.I. , Avanesyan , K.V. , Cherkinskaya , M.L. and Minkin , V.I. 1988 . Synthesis, structure, and properties of compounds with a chalcogen-nitrogen bond. VIII. N-Sulfonylaryl tellurimides-effective catalyst for the condensation of aromatic aldehydes with sulfonamides . J. Org. Chem. USSR , 24 : 540 – 543 .
   Google Scholar
• Albrecht , R. , Kresze , G. and Mlakar , B. 1964 . Arylsulfonylimine: darstellung, eigenschaften und reaktivitat . Chem. Ber. , 97 : 483 – 487 .
   Google Scholar
• Katritzky , A.R. , Li , J. and Gordeev , M.F. 1994 . New synthesis of 2-aryl- and 2-hetarylpyrroles from 1-propargylbenzotriazole . Synthesis , : 93 – 96 .
   Google Scholar
• Bellamy , F. , Schuppiser , J.L. and Streith , J. 1978 . Formation of pyrrole derivatives upon rearrangement of 1H-1,2-diazepines in the presence of Fe2(CO)9 . Heterocycles , 11 : 461 – 465 .
   Google Scholar