Asymmetric synthesis of stereodefined α-alkyl-γ-benzyloxymethyl-β-trimethylsilyl-γ-butyrolactones that serve as an efficient precursor for constructing carbon skeletons having a tertiary or quaternary stereogenic center-Reference-Cited by-同舟云学术

Asymmetric synthesis of stereodefined α-alkyl-γ-benzyloxymethyl-β-trimethylsilyl-γ-butyrolactones that serve as an efficient precursor for constructing carbon skeletons having a tertiary or quaternary stereogenic center

Published:2002-06 Issue:23 Volume:43 Page:4237-4239
ISSN:0040-4039
Container-title:Tetrahedron Letters
language:en
Short-container-title:Tetrahedron Letters

Author:

Kim Kwangho,Okamoto Sentaro,Takayama Yuuki,Sato Fumie

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference14 articles.

1. Reviews for the preparation of chiral building blocks or intermediates containing an asymmetric tertiary carbon center: (a) Banfi, L.; Guanti, G. Synthesis 1993, 1029–1056; (b) Banfi, L.; Guanti G. Eur. J. Org. Chem. 1998, 745–757. Most recent examples: (c) Izzo, I.; Scioscia, M.; Del Guadio, P.; De Riccardis, F. Tetrahedron Lett. 2001, 42, 5421–5424; (d) Serra, S.; Fuganti, C. Tetrahedron: Asymmetry 2001, 12, 2191–2196.

2. Most recent examples for the construction of chiral building blocks or intermediates having an asymmetric quaternary carbon center: (a) Nour, M.; Tan, K.; Jankowski, R.; Cavé, C. Tetrahedron: Asymmetry 2001, 12, 765–769; (b) Garcı́a Ruano, J. L.; Cifuentes Garcı́a, M.; Laso, N. M.; Martı́n Castro, A. M.; Rodrı́guez Ramos, J. H. Angew. Chem., Int. Ed. 2001, 40, 2507–2509. See also the following reviews: (c) Fuji, K. Chem. Rev. 1993, 93, 2037–2066; (d) Schoffers, E.; Golebiowski, A.; Johnson, C. R. Tetrahedron 1996, 52, 3769–3826; (e) Corey, E. J.; Guzman-Perez, A. Angew. Chem., Int. Ed. 1998, 37, 388–401; (f) Christoffers, J.; Mann, A. Angew. Chem., Int. Ed. 2001, 40, 4591–4597.

3. Intramolecular nucleophilic acyl substitution reactions mediated by reagent. Synthesis of vinyltitanium compounds having a lactone and/or an ester group from acetylenic carbonates

4. Intramolecular Nucleophilic Acyl Substitution Reactions Mediated by XTi(O-i-Pr)3 (X = Cl, O-i-Pr)/2i-PrMgBr Reagent. Efficient Synthesis of Functionalized Organotitanium Compounds from Unsaturated Compounds

5. Efficient and practical method for synthesizing optically active γ-trityloxymethyl-α-alkylidene-γ-butyrolactones using Ti(II)-mediated intramolecular nucleophilic acyl substitution reaction

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