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Stereoselective synthesis of novel cyclobutane dehydro amino acids from (+)-a-pinene

Article

Authorship
MOGLIONI, ALBERTINA GLADYS
Date
1998
Publishing House and Editing Place
PERGAMON-ELSEVIER SCIENCE LTD
Magazine
TETRAHEDRON LETTERS, vol. 39 (pp. 3593-3596) PERGAMON-ELSEVIER SCIENCE LTD
Summary Information provided by the agent in SIGEVA
Title compds. I [R = Ac, Me3CO2C (Boc), PhCH2O2C (Z)] and II (R = Ac, Z) were prepd. in good overall yields through highly stereoselective Wittig-Horner condensations of suitable phosphonates with enantiopure aldehydes easily obtained from α-pinene as chiral precursor. These products, presenting two asym. carbons, two or four prochiral centers, and appropriate chem. functions, are versatile precursors to a variety of cyclobutane amino acid derivs.
Key Words
a-pinenecyclobutane amino acid