Preparation of (2-methoxycarbonyl)allylboronates from (α-methoxycarbonyl)vinylalanate
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References (13)
- et al.
Tetrahedron Asymmetry
(1992)et al.Tetrahedron Asymmetry
(1992) Angew. Chem. Int. Ed. Engl.
(1982)Pure & Appl. Chem.
(1988)et al.J. Org. Chem.
(1986)Synthesis
(1986)et al.J. Am. Chem. Soc.
(1988)et al.J. Am. Chem. Soc.
(1989)et al.Chem. Ber.
(1989)Chem. Rev.
(1989)Tetrahedron
(1989)et al.J. Am. Chem. Soc.
(1990)et al.Liebigs Ann. Chem.
(1991)Pure & Appl. Chem.
(1991)et al.Pure & Appl. Chem.
(1991)et al.J. Org. Chem.
(1991)et al.J. Org. Chem.
(1992)Tetrahedron Lett.
(1991)et al.J. Organomet. Chem.
(1982)- et al.
C.R. Acad. Sci Paris, Série C
(1966)et al.J. Organomet. Chem.
(1974)et al.Carbohydrate Research
(1983) - et al.
Angew. Chem. Int. Ed. Engl.
(1979) - et al.
Tetrahedron
(1984)
Cited by (19)
Allylborons
2014, Comprehensive Organic Synthesis: Second EditionTotal synthesis of chinensiolide B: An exercise in functional group selectivity with the help of a fortuitous side product and a good nose
2014, Strategies and Tactics in Organic SynthesisCitation Excerpt :This serendipitous result provided much encouragement for us as we were now nearing the end of the synthesis. In principle, the planned RCM of intermediate 4 would furnish the seven-membered ring of chinensiolide B. Formation of medium-sized rings by RCM can be problematic especially when the resulting alkene product is tri- or tetrasubstituted29; however, there are several examples where this chemistry has been successful in achieving this feat.43 As described above, one additional issue of chemoselectivity that arises is the coupling of two different alkenes in the presence of a third alkene.
3.22 Chiral Ligation for Boron and Aluminum in Stoichiometric Asymmetric Synthesis
2012, Comprehensive ChiralityEnantioselective addition of β-functionalized allylboronates to aldehydes and aldimines. Stereocontrolled synthesis of α-methylene-γ-lactones and lactams
2008, TetrahedronCitation Excerpt :Lactonizations were run either under basic (18–c) or acidic (18e) conditions. Comparison of the optical rotation of lactone 19b ([α]D −15.2 (c 1, CHCl3)) with the literature data20 confirmed the R absolute configuration of the major enantiomer. The double asymmetric induction phenomenon was also examined by means of reaction with chiral aldehydes (Scheme 7, Table 2).