Synthesis of chiral 3'-hydroxy-.GAMMA.-ionylideneacetic acids.
نویسندگان
چکیده
منابع مشابه
Synthesis of chiral α-hydroxy acids via palladium-catalyzed C(sp(3))-H alkylation of lactic acid.
Herein we report a Pd-catalyzed alkylation of lactic acid with the assistance of 8-aminoquinoline auxiliary. A wide range of alkyl iodides bearing β-hydrogen atoms are compatible with the reaction conditions, providing a practical and straightforward alternative to access chiral α-hydroxy acids (AHAs). The new reactions have been applied for the synthesis of isotope-labeled AHAs and a sugar-con...
متن کاملSynthesis of chiral a-hydroxy acids via palladium- catalyzed C(sp)–H alkylation of lactic acid†
Herein we report a Pd-catalyzed alkylation of lactic acid with the assistance of 8-aminoquinoline auxiliary. A wide range of alkyl iodides bearing b-hydrogen atoms are compatible with the reaction conditions, providing a practical and straightforward alternative to access chiral a-hydroxy acids (AHAs). The new reactions have been applied for the synthesis of isotope-labeled AHAs and a sugarcont...
متن کاملThe asymmetric synthesis of chiral cyclic α-hydroxy phosphonates and quaternary cyclic α-hydroxy phosphonates.
A highly practical, catalytic enantioselective cyclic phosphite addition to aldehydes and ketones was developed. The reaction rate of the asymmetric hydrophosphonylation was significantly enhanced by the addition of silver carbonate. Particularly, significant improvement has been achieved on the asymmetric hydrophosphonylation of unactivated ketones, giving quaternary α-hydroxy phosphonates wit...
متن کاملSynthesis of Hydroxy Acids of Dinorcholane and 5β-Cholane
Enantiopure α-hydroxy acids (AHAs) are versatile building blocks in organic synthesis. They are used for obtaining pharmaceutically and biologically active substances, such as vitamins. α-Hydroxy acids are easily synthesized from cyanohydrins. Thus, molecules with cyanohydrin substructures are interesting intermediates for the synthesis of AHAs. Usually, cyanohydrins are prepared by the additio...
متن کاملSynthesis of anti and syn hydroxy-iso-evoninic acids.
The first synthesis of hydroxy-iso-evoninic acid (2), a pyridyl diacid found as a macrodilactone bridging ligand in bioactive Celastraceae sesquiterpenoid-based natural products, has been achieved in 9 steps and an overall yield of 26%. The synthesis utilizes a benzilic ester rearrangement (BER) and a late stage benzylic oxidation to give access to all four stereoisomers whose absolute stereoch...
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ژورنال
عنوان ژورنال: Agricultural and Biological Chemistry
سال: 1988
ISSN: 0002-1369,1881-1280
DOI: 10.1271/bbb1961.52.2203